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Jinan Finer Chemical Co., Ltd

Product Description Product website: http://www.finerchem.com/pro01en/id/243.html Product Name 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone

Cas:545445-44-1

Min.Order:1 Gram

FOB Price: $34.0

Type:Lab/Research institutions

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Hangzhou Think Chemical Co. Ltd

Apixaban Intermediate 2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene] Acetic acid ethyl ester CAS:27143-07-3 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone CAS:545445-44-1 3-(4-Morpholinyl)-1-(4-nitrophenyl)

Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

High Quality 99% 545445-44-1 3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-... Manufacturer

Cas:545445-44-1

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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ANQING CHICO PHARMACEUTICAL CO.,LTD.

High quality. Factory supply. In stock. Best price. 1.Quick response within 24 hours; 2.Best quality in your requirement; 3.We pay more attention on delivery time, and usually ship on time; 4.Under the premise of safety and effectiveness, we can pr

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one

Cas:545445-44-1

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new ap

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one

Cas:545445-44-1

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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COLORCOM LTD.

Colorcom is a global leader in industrial chemical manufacturing and is continuously innovating and transforming to exceed client expectations and industry standards. Colorcom prides itself on superior customer and technical focus, while focusing on

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one

Cas:545445-44-1

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis according to the contract research and development services for the fine c

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one

Cas:545445-44-1

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone CAS NO.545445-44-1

Cas:545445-44-1

Min.Order:1 Kilogram

FOB Price: $1.0 / 3.0

Type:Trading Company

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Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)-phenyl]-5,6-dihydro-1H-pyridin-2-one

Cas:545445-44-1

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one

Cas:545445-44-1

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one Basic information Product Name: 3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one Sy

545445-44-1

Cas:545445-44-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be

High Quality Apixaban Intermediate of Best Price

Cas:545445-44-1

Min.Order:1 Gram

Negotiable

Type:Trading Company

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Sinoway Industrial Co., Ltd.

Why is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c

Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Discount price CAS 545445-44-1 with best quality

Cas:545445-44-1

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Name: 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone Synonyms: 3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one CAS:545445-44-1 MF: C20H25N3O3 Appearance: white powder Storage:Store

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone

Cas:545445-44-1

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

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Hubei Langyou International Trading Co., Ltd

Advantages: Hubei XinRunde Chemical Co., Ltd is a renowned pharmaceutical manufacturer. We can offer high quality products at competitive price in quick delivery with 100% custom pass guaranteed. Never stop striving to offer our best s

Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone 545445-44-1

Cas:545445-44-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At present,

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one

Cas:545445-44-1

Min.Order:1 Kilogram

FOB Price: $900.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Beluga chemical professional supply 5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone CAS 545445-44-1 1. Beluga Chemical has a professional RESEARCH and development team and strong technical force to ensure technica

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone CAS 545445-44-1

Cas:545445-44-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone

Cas:545445-44-1

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Wonda Pharm Limited

1.high quality: quality is life. quality is the most important element for all goods. we have a lab doing research in wuhan china. hplc and nmr is available if needed. 2.reasonable price: we provide high quality products wi

High Quality Apixaban /Apixaban Intermediate

Cas:545445-44-1

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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Lonwin Chemical Group Limited

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one CAS: 545445-44-1 Specification Item Standard Identification A.H-NMR:Comply with the structure B.LC-MS:C

Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone

Cas:545445-44-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Changchun Artel lmport and Export trade company

Product Detail Minimum Order Qty. 10 Gram

Triumph International Development Limilted

Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone 545445-44-1

Cas:545445-44-1

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Luhan Pharmachem Co., Lt

3-MORPHOLIN-4-YL-1-[4-(2-OXWPIPERIDIN-1-YL)PHENYL]-5,6-DIHYDRO-1H-PYRIDIN-2-ONE (545445-44-1) Information The product is an Apixaban intemediate. Quality Advanced te

3-Morpholin-4-yl-1-[4-(2-oxopiperidin-1-yl)phenyl]-5,6-dihydro-1H-pyridin-2-one

Cas:545445-44-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Specification:USP/EP Month production ablity:50kg/Month Low price& High quality Manufacturer Appearance:white powder Storage:Room Temperature Application:545445-44-1

5,6-Dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-1-piperidinyl) phenyl]-2(1H)-pyridinone

Cas:545445-44-1

Min.Order:0 Metric Ton

Negotiable

Type:Other

inquiry

Hubei Lidu New Material Technology Co., Ltd

Hubei Lidu New Materials Technology Co. , Ltd. is located in No. 12,3C Industrial Park, Zhongxiang Economic Development Zone, Hubei Province. The company is committed to fine chemical raw materials, pharmaceutical intermediates and other production,

3-Morpholino-1-(4-(2-oxopiperidin-1-yl)phenyl)-5,6-dihydropyridin-2(1H)-one

Cas:545445-44-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

5,6-Dihydro-3-(4-Morpholinyl)-1-[4-(2-oxo-1-piperidinyl)phenyl]-2(1H)-pyridinone

Cas:545445-44-1

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

APIXABAN CAS 503612-47-3 INTERMEDIATES

Cas:545445-44-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

morpholine
110-91-8

morpholine

1-(piperidin-2-one-1-yl)-4-(5,6-dihydro-3-chloropyridine-2(1H)-one-1-yl)benzene

1-(piperidin-2-one-1-yl)-4-(5,6-dihydro-3-chloropyridine-2(1H)-one-1-yl)benzene

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Stage #1: 1-(piperidin-2-one-1-yl)-4-(5,6-dihydro-3-chloropyridine-2(1H)-one-1-yl)benzene With bromine; sodium hydroxide In dichloromethane; water at 25 - 35℃; for 4h;
Stage #2: morpholine With triethylamine In N,N-dimethyl-formamide at 95 - 100℃; for 5h; Reagent/catalyst; Solvent; Temperature;
95.2%
5-Chlorovaleroyl chloride
1575-61-7

5-Chlorovaleroyl chloride

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one
1267610-26-3

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Stage #1: 5-Chlorovaleroyl chloride; 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one With tetrabutylammomium bromide; sodium hydroxide In dichloromethane; water at 0 - 5℃; for 1h;
Stage #2: With potassium hydroxide In dichloromethane; water at 20℃; Reagent/catalyst; Solvent; Temperature;
94.27%
Stage #1: 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one With tetraethylammonium hydroxide In 1,2-dichloro-ethane at 0℃; for 0.166667h;
Stage #2: 5-Chlorovaleroyl chloride In 1,2-dichloro-ethane at 0 - 85℃; for 5h; Solvent; Temperature; Reagent/catalyst;
89%
Stage #1: 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one With sodium hydroxide In acetonitrile at 0℃; for 0.166667h; Green chemistry;
Stage #2: 5-Chlorovaleroyl chloride In acetonitrile at 0 - 30℃; for 5h; Reagent/catalyst; Solvent; Temperature; Green chemistry;
87.5%
piperidin-2-one
675-20-7

piperidin-2-one

1-(4-chlorophenyl)-3-morpholine-5,6-dihydropyridine-2(1H)-one

1-(4-chlorophenyl)-3-morpholine-5,6-dihydropyridine-2(1H)-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; sodium hydride In dimethyl sulfoxide at 20℃; for 2h; Solvent;93.1%
With copper(l) iodide; potassium tert-butylate In N,N-dimethyl-formamide at 150℃; for 16h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;76%
3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one
545445-40-7

3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

(2-oxopiperidine-1-yl)chlorobenzene

(2-oxopiperidine-1-yl)chlorobenzene

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate In dimethyl sulfoxide at 20℃; for 6h; Reagent/catalyst; Inert atmosphere;93%
1-(2-oxopiperidin-1-yl)-4-iodobenzene
385425-15-0

1-(2-oxopiperidin-1-yl)-4-iodobenzene

3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one
545445-40-7

3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; potassium carbonate In dimethyl sulfoxide at 110℃; for 12h; Inert atmosphere;86%
5-chloropentanoic acid [4-(5-morpholin-4-yl-6-oxo-3,6-dihydro-2H-pyridin-1-yl)phenyl]amide

5-chloropentanoic acid [4-(5-morpholin-4-yl-6-oxo-3,6-dihydro-2H-pyridin-1-yl)phenyl]amide

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 10 - 25℃; Inert atmosphere;84.5%
With potassium tert-butylate In tetrahydrofuran at 5 - 50℃; for 8.5h; Inert atmosphere;3.02 g
1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one
473927-69-4

1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

piperidin-2-one
675-20-7

piperidin-2-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With bromotris(triphenylphosphine)copper(I) In 5,5-dimethyl-1,3-cyclohexadiene Dean-Stark; Reflux;84%
With potassium phosphate; bromotris(triphenylphosphine)copper(I) In 5,5-dimethyl-1,3-cyclohexadiene Reflux; Dean-Stark;84%
Stage #1: 1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one; piperidin-2-one In o-xylene at 25 - 30℃; for 0.166667h;
Stage #2: With copper(l) iodide; potassium carbonate In o-xylene at 140 - 145℃; for 6h;
35 g
5-bromovaleroyl chloride
4509-90-4

5-bromovaleroyl chloride

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one
1267610-26-3

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Stage #1: 5-bromovaleroyl chloride; 1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 40℃; for 1h;
Stage #2: With sodium hydride In ethyl acetate; tert-butyl alcohol at 10 - 40℃; for 3h; Solvent;
76%
1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one
473927-69-4

1-(4-iodo-phenyl)-3-morpholin-4-yl-5,6-dihydro-1H-pyridin-2-one

piperidin-2-one
675-20-7

piperidin-2-one

Cu(PPh3)3Br

Cu(PPh3)3Br

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With ammonium hydroxide; caesium carbonate In ethyl acetate; toluene
1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one
1267610-26-3

1-(4-aminophenyl)-3-(morpholin-4-yl)-5,6-dihydropyridin-2(1H)-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 2 h / 5 - 50 °C / Inert atmosphere
2: potassium tert-butylate / tetrahydrofuran / 8.5 h / 5 - 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
2: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
View Scheme
4-nitro-aniline
100-01-6

4-nitro-aniline

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 5 h / 5 - 20 °C / Inert atmosphere
2: potassium tert-butylate / tetrahydrofuran / 2.5 h / 5 - 20 °C / Inert atmosphere
3: phosphorus pentachloride / chloroform / Reflux
4: 1 h / Reflux
5: water; sodiumsulfide nonahydrate / ethanol / 4 h / 50 °C
6: triethylamine / tetrahydrofuran / 2 h / 5 - 50 °C / Inert atmosphere
7: potassium tert-butylate / tetrahydrofuran / 8.5 h / 5 - 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 - 25 °C / Inert atmosphere
2: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
3: phosphorus pentachloride / dichloromethane / 40 °C / Cooling with ice; Inert atmosphere
4: 2 h / 120 °C / Inert atmosphere
5: water; sodium sulfide / ethanol / 50 °C / Inert atmosphere
6: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
7: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
View Scheme
5-Chlorovaleroyl chloride
1575-61-7

5-Chlorovaleroyl chloride

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: triethylamine / tetrahydrofuran / 5 h / 5 - 20 °C / Inert atmosphere
2: potassium tert-butylate / tetrahydrofuran / 2.5 h / 5 - 20 °C / Inert atmosphere
3: phosphorus pentachloride / chloroform / Reflux
4: 1 h / Reflux
5: water; sodiumsulfide nonahydrate / ethanol / 4 h / 50 °C
6: triethylamine / tetrahydrofuran / 2 h / 5 - 50 °C / Inert atmosphere
7: potassium tert-butylate / tetrahydrofuran / 8.5 h / 5 - 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 7 steps
1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 - 25 °C / Inert atmosphere
2: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
3: phosphorus pentachloride / dichloromethane / 40 °C / Cooling with ice; Inert atmosphere
4: 2 h / 120 °C / Inert atmosphere
5: water; sodium sulfide / ethanol / 50 °C / Inert atmosphere
6: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
7: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1.1: triethylamine / tetrahydrofuran
2.1: sodium t-butanolate / tetrahydrofuran / 4 h / 0 - 40 °C
3.1: sulfuric acid; nitric acid / 2 h / -5 - 40 °C
4.1: phosphorus pentachloride / Cooling with ice
4.2: 2 h / Reflux
5.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
6.1: triethylamine / tetrahydrofuran / 1 h / 0 - 40 °C
6.2: 3 h / 10 - 40 °C
View Scheme
5-chloro-N-(4-nitrophenyl)pentanamide
1039914-85-6

5-chloro-N-(4-nitrophenyl)pentanamide

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: potassium tert-butylate / tetrahydrofuran / 2.5 h / 5 - 20 °C / Inert atmosphere
2: phosphorus pentachloride / chloroform / Reflux
3: 1 h / Reflux
4: water; sodiumsulfide nonahydrate / ethanol / 4 h / 50 °C
5: triethylamine / tetrahydrofuran / 2 h / 5 - 50 °C / Inert atmosphere
6: potassium tert-butylate / tetrahydrofuran / 8.5 h / 5 - 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
2: phosphorus pentachloride / dichloromethane / 40 °C / Cooling with ice; Inert atmosphere
3: 2 h / 120 °C / Inert atmosphere
4: water; sodium sulfide / ethanol / 50 °C / Inert atmosphere
5: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
6: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: tetrabutylammomium bromide; potassium hydroxide / water; tetrahydrofuran / 0 - 20 °C
2.1: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C
3.1: N,N-dimethyl-formamide / 1 h / Reflux
4.1: hydrazine hydrate / water; ethanol / 0.5 h / 60 - 65 °C
5.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C
5.2: 20 °C
View Scheme
1-(4-nitrophenyl)piperidine-2-one
38560-30-4

1-(4-nitrophenyl)piperidine-2-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: phosphorus pentachloride / chloroform / Reflux
2: 1 h / Reflux
3: water; sodiumsulfide nonahydrate / ethanol / 4 h / 50 °C
4: triethylamine / tetrahydrofuran / 2 h / 5 - 50 °C / Inert atmosphere
5: potassium tert-butylate / tetrahydrofuran / 8.5 h / 5 - 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: phosphorus pentachloride / dichloromethane / 40 °C / Cooling with ice; Inert atmosphere
2: 2 h / 120 °C / Inert atmosphere
3: water; sodium sulfide / ethanol / 50 °C / Inert atmosphere
4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
5: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: phosphorus pentachloride / Cooling with ice
1.2: 2 h / Reflux
2.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 - 40 °C
3.2: 3 h / 10 - 40 °C
View Scheme
Multi-step reaction with 3 steps
1.1: phosphorus pentachloride / Cooling with ice
1.2: 2 h / Reflux
2.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
3.1: triethylamine / tetrahydrofuran / 1 h / 0 - 40 °C
3.2: 3 h / 10 - 40 °C
View Scheme
Multi-step reaction with 4 steps
1.1: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C
2.1: N,N-dimethyl-formamide / 1 h / Reflux
3.1: hydrazine hydrate / water; ethanol / 0.5 h / 60 - 65 °C
4.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C
4.2: 20 °C
View Scheme
C11H11ClN2O3

C11H11ClN2O3

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1 h / Reflux
2: water; sodiumsulfide nonahydrate / ethanol / 4 h / 50 °C
3: triethylamine / tetrahydrofuran / 2 h / 5 - 50 °C / Inert atmosphere
4: potassium tert-butylate / tetrahydrofuran / 8.5 h / 5 - 50 °C / Inert atmosphere
View Scheme
3-(morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one
503615-03-0

3-(morpholin-4-yl)-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: water; sodiumsulfide nonahydrate / ethanol / 4 h / 50 °C
2: triethylamine / tetrahydrofuran / 2 h / 5 - 50 °C / Inert atmosphere
3: potassium tert-butylate / tetrahydrofuran / 8.5 h / 5 - 50 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: water; sodium sulfide / ethanol / 50 °C / Inert atmosphere
2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
3: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
2.1: triethylamine / tetrahydrofuran / 1 h / 0 - 40 °C
2.2: 3 h / 10 - 40 °C
View Scheme
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 2 h / 40 - 45 °C
1.2: 2 h / 0 - 30 °C / Inert atmosphere
2.1: sodium t-butanolate / toluene / 2 h / 0 - 5 °C
3.1: phosphorus pentachloride / dichloromethane / 4 h / 25 - 40 °C
4.1: sodium chloride; lithium carbonate / N,N-dimethyl-formamide / 6 h / 25 - 120 °C
5.1: toluene / 8 h / 30 - 120 °C
6.1: o-xylene / 0.17 h / 25 - 30 °C
6.2: 6 h / 140 - 145 °C
View Scheme
p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 2 h / 40 - 45 °C
1.2: 2 h / 0 - 30 °C / Inert atmosphere
2.1: sodium t-butanolate / toluene / 2 h / 0 - 5 °C
3.1: phosphorus pentachloride / dichloromethane / 4 h / 25 - 40 °C
4.1: sodium chloride; lithium carbonate / N,N-dimethyl-formamide / 6 h / 25 - 120 °C
5.1: toluene / 8 h / 30 - 120 °C
6.1: o-xylene / 0.17 h / 25 - 30 °C
6.2: 6 h / 140 - 145 °C
View Scheme
Multi-step reaction with 5 steps
1: triethylamine; dmap / ethyl acetate / 5 - 15 °C
2: potassium phosphate / N,N-dimethyl-formamide; toluene / 7 h / 110 °C
3: phosphorus pentachloride / dichloromethane / Reflux
4: N,N-dimethyl-formamide / 105 - 110 °C
5: bromotris(triphenylphosphine)copper(I) / 5,5-dimethyl-1,3-cyclohexadiene / Dean-Stark; Reflux
View Scheme
Multi-step reaction with 5 steps
1: triethylamine; dmap / ethyl acetate / 5 - 15 °C
2: potassium phosphate / toluene; N,N-dimethyl-formamide / 7 h / 110 °C
3: phosphorus pentachloride / dichloromethane / Reflux
4: N,N-dimethyl-formamide / 105 - 110 °C
5: bromotris(triphenylphosphine)copper(I); potassium phosphate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux; Dean-Stark
View Scheme
5-bromo-pentanoic acid-(4-iodophenyl)amide

5-bromo-pentanoic acid-(4-iodophenyl)amide

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium t-butanolate / toluene / 2 h / 0 - 5 °C
2.1: phosphorus pentachloride / dichloromethane / 4 h / 25 - 40 °C
3.1: sodium chloride; lithium carbonate / N,N-dimethyl-formamide / 6 h / 25 - 120 °C
4.1: toluene / 8 h / 30 - 120 °C
5.1: o-xylene / 0.17 h / 25 - 30 °C
5.2: 6 h / 140 - 145 °C
View Scheme
Multi-step reaction with 4 steps
1: potassium phosphate / N,N-dimethyl-formamide; toluene / 7 h / 110 °C
2: phosphorus pentachloride / dichloromethane / Reflux
3: N,N-dimethyl-formamide / 105 - 110 °C
4: bromotris(triphenylphosphine)copper(I) / 5,5-dimethyl-1,3-cyclohexadiene / Dean-Stark; Reflux
View Scheme
Multi-step reaction with 4 steps
1: potassium phosphate / toluene; N,N-dimethyl-formamide / 7 h / 110 °C
2: phosphorus pentachloride / dichloromethane / Reflux
3: N,N-dimethyl-formamide / 105 - 110 °C
4: bromotris(triphenylphosphine)copper(I); potassium phosphate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux; Dean-Stark
View Scheme
1-(2-oxopiperidin-1-yl)-4-iodobenzene
385425-15-0

1-(2-oxopiperidin-1-yl)-4-iodobenzene

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: phosphorus pentachloride / dichloromethane / 4 h / 25 - 40 °C
2.1: sodium chloride; lithium carbonate / N,N-dimethyl-formamide / 6 h / 25 - 120 °C
3.1: toluene / 8 h / 30 - 120 °C
4.1: o-xylene / 0.17 h / 25 - 30 °C
4.2: 6 h / 140 - 145 °C
View Scheme
Multi-step reaction with 3 steps
1: phosphorus pentachloride / dichloromethane / Reflux
2: N,N-dimethyl-formamide / 105 - 110 °C
3: bromotris(triphenylphosphine)copper(I) / 5,5-dimethyl-1,3-cyclohexadiene / Dean-Stark; Reflux
View Scheme
Multi-step reaction with 3 steps
1: phosphorus pentachloride / dichloromethane / Reflux
2: N,N-dimethyl-formamide / 105 - 110 °C
3: bromotris(triphenylphosphine)copper(I); potassium phosphate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux; Dean-Stark
View Scheme
3,3-dichloro-1-(4-iodo-phenyl)piperidin-2-one
545445-10-1

3,3-dichloro-1-(4-iodo-phenyl)piperidin-2-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium chloride; lithium carbonate / N,N-dimethyl-formamide / 6 h / 25 - 120 °C
2.1: toluene / 8 h / 30 - 120 °C
3.1: o-xylene / 0.17 h / 25 - 30 °C
3.2: 6 h / 140 - 145 °C
View Scheme
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 105 - 110 °C
2: bromotris(triphenylphosphine)copper(I) / 5,5-dimethyl-1,3-cyclohexadiene / Dean-Stark; Reflux
View Scheme
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 105 - 110 °C
2: bromotris(triphenylphosphine)copper(I); potassium phosphate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux; Dean-Stark
View Scheme
3-chloro-1-(4-iodophenyl)-5,6-dihydropyridin-2(1H)-one

3-chloro-1-(4-iodophenyl)-5,6-dihydropyridin-2(1H)-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: toluene / 8 h / 30 - 120 °C
2.1: o-xylene / 0.17 h / 25 - 30 °C
2.2: 6 h / 140 - 145 °C
View Scheme
3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one
881386-01-2

3,3-dichloro-1-(4-nitrophenyl)piperidine-2-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 2 h / 120 °C / Inert atmosphere
2: water; sodium sulfide / ethanol / 50 °C / Inert atmosphere
3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
4: sodium hydride / tetrahydrofuran / 10 - 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: N,N-dimethyl-formamide / 1 h / Reflux
2.1: hydrazine hydrate / water; ethanol / 0.5 h / 60 - 65 °C
3.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C
3.2: 20 °C
View Scheme
5-chloro-pentanoic acid phenylamide
91131-23-6

5-chloro-pentanoic acid phenylamide

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium t-butanolate / tetrahydrofuran / 4 h / 0 - 40 °C
2.1: sulfuric acid; nitric acid / 2 h / -5 - 40 °C
3.1: phosphorus pentachloride / Cooling with ice
3.2: 2 h / Reflux
4.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
5.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 - 40 °C
5.2: 3 h / 10 - 40 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium t-butanolate / tetrahydrofuran / 4 h / 0 - 40 °C
2.1: sulfuric acid; nitric acid / 2 h / -5 - 40 °C
3.1: phosphorus pentachloride / Cooling with ice
3.2: 2 h / Reflux
4.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
5.1: triethylamine / tetrahydrofuran / 1 h / 0 - 40 °C
5.2: 3 h / 10 - 40 °C
View Scheme
Multi-step reaction with 6 steps
1.1: potassium hydroxide / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere
2.1: nitric acid; sulfuric acid / 0 - 5 °C
3.1: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C
4.1: N,N-dimethyl-formamide / 1 h / Reflux
5.1: hydrazine hydrate / water; ethanol / 0.5 h / 60 - 65 °C
6.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C
6.2: 20 °C
View Scheme
aniline
62-53-3

aniline

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triethylamine / tetrahydrofuran
2.1: sodium t-butanolate / tetrahydrofuran / 4 h / 0 - 40 °C
3.1: sulfuric acid; nitric acid / 2 h / -5 - 40 °C
4.1: phosphorus pentachloride / Cooling with ice
4.2: 2 h / Reflux
5.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
6.1: triethylamine / tetrahydrofuran / 1 h / 0 - 40 °C
6.2: 3 h / 10 - 40 °C
View Scheme
Multi-step reaction with 6 steps
1.1: triethylamine / tetrahydrofuran
2.1: sodium t-butanolate / tetrahydrofuran / 4 h / 0 - 40 °C
3.1: sulfuric acid; nitric acid / 2 h / -5 - 40 °C
4.1: phosphorus pentachloride / Cooling with ice
4.2: 2 h / Reflux
5.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 - 40 °C
6.2: 3 h / 10 - 40 °C
View Scheme
Multi-step reaction with 6 steps
1.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C
1.2: 20 °C
2.1: nitric acid; sulfuric acid / 0 - 5 °C
3.1: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C
4.1: N,N-dimethyl-formamide / 1 h / Reflux
5.1: hydrazine hydrate / water; ethanol / 0.5 h / 60 - 65 °C
6.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C
6.2: 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 25 - 30 °C
2.1: potassium hydroxide / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere
3.1: nitric acid; sulfuric acid / 0 - 5 °C
4.1: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C
5.1: N,N-dimethyl-formamide / 1 h / Reflux
6.1: hydrazine hydrate / water; ethanol / 0.5 h / 60 - 65 °C
7.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C
7.2: 20 °C
View Scheme
1-phenylpiperidin-2-one
4789-09-7

1-phenylpiperidin-2-one

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sulfuric acid; nitric acid / 2 h / -5 - 40 °C
2.1: phosphorus pentachloride / Cooling with ice
2.2: 2 h / Reflux
3.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
4.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 - 40 °C
4.2: 3 h / 10 - 40 °C
View Scheme
Multi-step reaction with 4 steps
1.1: sulfuric acid; nitric acid / 2 h / -5 - 40 °C
2.1: phosphorus pentachloride / Cooling with ice
2.2: 2 h / Reflux
3.1: sodiumsulfide nonahydrate / ethanol / 1 h / 60 °C
4.1: triethylamine / tetrahydrofuran / 1 h / 0 - 40 °C
4.2: 3 h / 10 - 40 °C
View Scheme
Multi-step reaction with 5 steps
1.1: nitric acid; sulfuric acid / 0 - 5 °C
2.1: phosphorus pentachloride / toluene / 1 h / 25 - 80 °C
3.1: N,N-dimethyl-formamide / 1 h / Reflux
4.1: hydrazine hydrate / water; ethanol / 0.5 h / 60 - 65 °C
5.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane; water / 1 h / 0 - 5 °C
5.2: 20 °C
View Scheme
4-chloro-aniline
106-47-8

4-chloro-aniline

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / tetrahydrofuran / -5 - 20 °C
1.2: 80 °C
2.1: palladium diacetate; caesium carbonate / dimethyl sulfoxide / 6 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 1 h / 0 °C
2: sodium hydroxide / dichloromethane / 2 h / 20 °C
3: phosphorus pentachloride / acetonitrile / 2 h / Reflux
4: acetonitrile / 2 h / Reflux
5: bis-triphenylphosphine-palladium(II) chloride; sodium hydride / dimethyl sulfoxide / 2 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: acetic acid / 8 h / 50 °C
2.1: thionyl chloride / dichloromethane / 2 h / 10 - 20 °C
2.2: 2.5 h / 20 °C
3.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 1 h / 0 °C
4.1: sodium t-butanolate / tert-butyl alcohol / 3 h / 85 °C
5.1: copper(l) iodide; potassium tert-butylate / N,N-dimethyl-formamide / 16 h / 150 °C / Inert atmosphere
View Scheme
5-bromovaleroyl chloride
4509-90-4

5-bromovaleroyl chloride

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / tetrahydrofuran / -5 - 20 °C
1.2: 80 °C
2.1: palladium diacetate; caesium carbonate / dimethyl sulfoxide / 6 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: triethylamine; dmap / ethyl acetate / 5 - 15 °C
2: potassium phosphate / N,N-dimethyl-formamide; toluene / 7 h / 110 °C
3: phosphorus pentachloride / dichloromethane / Reflux
4: N,N-dimethyl-formamide / 105 - 110 °C
5: bromotris(triphenylphosphine)copper(I) / 5,5-dimethyl-1,3-cyclohexadiene / Dean-Stark; Reflux
View Scheme
Multi-step reaction with 5 steps
1: triethylamine; dmap / ethyl acetate / 5 - 15 °C
2: potassium phosphate / toluene; N,N-dimethyl-formamide / 7 h / 110 °C
3: phosphorus pentachloride / dichloromethane / Reflux
4: N,N-dimethyl-formamide / 105 - 110 °C
5: bromotris(triphenylphosphine)copper(I); potassium phosphate / 5,5-dimethyl-1,3-cyclohexadiene / Reflux; Dean-Stark
View Scheme
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 1 h / 0 °C
2: sodium hydroxide / dichloromethane / 2 h / 20 °C
3: phosphorus pentachloride / acetonitrile / 2 h / Reflux
4: acetonitrile / 2 h / Reflux
5: bis-triphenylphosphine-palladium(II) chloride; sodium hydride / dimethyl sulfoxide / 2 h / 20 °C
View Scheme
5-bromo-N-{4-[5-(morpholin-4-yl)-6-oxo-3,6-dihydropyridin-1(2H)-yl]phenyl}pentanamide

5-bromo-N-{4-[5-(morpholin-4-yl)-6-oxo-3,6-dihydropyridin-1(2H)-yl]phenyl}pentanamide

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
With SPGS-550-M; potassium tert-butylate; potassium iodide In water at 35 - 40℃; Reagent/catalyst; Temperature;
5-chloro-N-(4-chlorophenyl)pentanamide
27471-36-9

5-chloro-N-(4-chlorophenyl)pentanamide

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sodium hydroxide / dichloromethane / 2 h / 20 °C
2: phosphorus pentachloride / acetonitrile / 2 h / Reflux
3: acetonitrile / 2 h / Reflux
4: bis-triphenylphosphine-palladium(II) chloride; sodium hydride / dimethyl sulfoxide / 2 h / 20 °C
View Scheme
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

ethyl {5-hydroxy-6-oxo-1-[4-(2-oxopiperidin-1-yl)phenyl]-1,2,3,6-tetrahydropyridin-4-yl}(oxo)acetate
1609409-53-1

ethyl {5-hydroxy-6-oxo-1-[4-(2-oxopiperidin-1-yl)phenyl]-1,2,3,6-tetrahydropyridin-4-yl}(oxo)acetate

Conditions
ConditionsYield
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone; Ethyl oxalyl chloride With pyridine at 25 - 30℃; for 3h;
Stage #2: With hydrogenchloride; water In ethyl acetate for 1h;
90%
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate
27143-07-3

ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester
503614-91-3

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With triethylamine; potassium iodide In ethyl acetate for 24h; Reflux;89.9%
With potassium carbonate; carbonic acid dimethyl ester at 82℃; for 0.5h; Temperature; Reagent/catalyst;80.33%
With triethylamine In ethyl acetate; toluene at 85℃; for 7h;76%
With triethylamine; potassium iodide In ethyl acetate at 25 - 80℃; for 24h;54 mg
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone; ethyl 2-chloro-2-(2-(4-methoxyphenyl)hydrazono)acetate With triethylamine
Stage #2: With hydrogenchloride In water
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

[(4-methoxyphenyl)hydrazino]chloroacetic acid ethyl ester

[(4-methoxyphenyl)hydrazino]chloroacetic acid ethyl ester

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester
503614-91-3

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone; [(4-methoxyphenyl)hydrazino]chloroacetic acid ethyl ester With N-benzyl-N,N,N-triethylammonium chloride; sodium carbonate In toluene for 3h; Reflux;
Stage #2: With sulfuric acid In dichloromethane at 20℃; for 3.5h; Reagent/catalyst;
89.6%
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

C9H10ClN3O2

C9H10ClN3O2

apixaban

apixaban

Conditions
ConditionsYield
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone; C9H10ClN3O2 With triethylamine; potassium iodide In ethyl acetate at 0 - 5℃; for 4h; Reflux;
Stage #2: With hydrogenchloride In water at 20℃; for 1h;
89%
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

2-chloro-2-(2-(3-fluoro-4-methoxyphenyl)hydrazono)acetic acid ethyl ester

2-chloro-2-(2-(3-fluoro-4-methoxyphenyl)hydrazono)acetic acid ethyl ester

C27H27FN4O5

C27H27FN4O5

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 80℃; Inert atmosphere;86.2%
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate
473927-63-8

ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester
503614-91-3

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With triethylamine; potassium iodide In dichloromethane at 42 - 45℃; Solvent; Temperature;85%
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone; ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate With triethylamine; potassium iodide In ethyl acetate for 6h; Reflux;
Stage #2: With hydrogenchloride In water; ethyl acetate at 0 - 20℃;
75%
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone; ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate With sodium carbonate In acetone at 45 - 50℃; for 3h;
Stage #2: With hydrogenchloride In water at 25 - 30℃; for 2h;
35 g
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate
473927-63-8

ethyl (2Z)-chloro[2-(4-methoxyphenyl)hydrazinylidene]ethanoate

1-(4-methoxy-phenyl)-7a-morpholin-4-yl-7-oxo-6-[4-(2-oxo-piperidin-1-yl)phenyl]-3a,4,5,6,7,7a-hexahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

1-(4-methoxy-phenyl)-7a-morpholin-4-yl-7-oxo-6-[4-(2-oxo-piperidin-1-yl)phenyl]-3a,4,5,6,7,7a-hexahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In ethyl acetate at 0℃; Reagent/catalyst; Reflux;80.5%
With triethylamine In ethyl acetate at 0 - 5℃; Reagent/catalyst; Reflux;80%
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

ethyl 2-chloro-(4-tolylhydrazono)acetate
27171-88-6, 132815-69-1

ethyl 2-chloro-(4-tolylhydrazono)acetate

C27H28N4O4

C27H28N4O4

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 80℃; Inert atmosphere;79.3%
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

3-morpholinyl-1-(4-(2-oxopiperidin-1-yl)phenyl)pyridine-2(1H)-one

3-morpholinyl-1-(4-(2-oxopiperidin-1-yl)phenyl)pyridine-2(1H)-one

Conditions
ConditionsYield
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone With N-Bromosuccinimide In dichloromethane at 20℃; for 3.5h;
Stage #2: With potassium tert-butylate In tetrahydrofuran at 0 - 5℃; for 4h;
72.4%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chlorobenzene at 150℃; for 24h; Temperature; Solvent;3.6 g
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

[(2-fluorophenyl)hydrazono]chloroacetic acid ethyl ester
64989-74-8

[(2-fluorophenyl)hydrazono]chloroacetic acid ethyl ester

C26H25FN4O4

C26H25FN4O4

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 80℃; Inert atmosphere;67.9%
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

[(4-methylthio-phenyl)hydrazono]chloroacetic acid ethyl ester

[(4-methylthio-phenyl)hydrazono]chloroacetic acid ethyl ester

C27H28N4O4S

C27H28N4O4S

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 80℃; Inert atmosphere;50.8%
chloro((4-methoxyphenyl)hydrazono]acetic acid ethyl ester

chloro((4-methoxyphenyl)hydrazono]acetic acid ethyl ester

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester
503614-91-3

1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With hydrogenchloride; triethylamine In ethyl acetate
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

Na-Oxalsaeure-ethylester
74381-54-7

Na-Oxalsaeure-ethylester

{5-hydroxy-6-oxo-1-[4-(2-oxopiperidin-1-yl)phenyl]-1,2,3,6-tetrahydropyridin-4-yl}(oxo)acetic acid
1609409-54-2

{5-hydroxy-6-oxo-1-[4-(2-oxopiperidin-1-yl)phenyl]-1,2,3,6-tetrahydropyridin-4-yl}(oxo)acetic acid

Conditions
ConditionsYield
Stage #1: 5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone; Na-Oxalsaeure-ethylester In ethanol
Stage #2: With hydrogenchloride; water for 1h;
5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone
545445-44-1

5,6‑dihydro‑3‑(4‑morpholinyl)‑1‑[4‑(2‑oxo‑1‑piperidinyl)phenyl]‑2(1H)‑pyridone

apixaban

apixaban

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: pyridine / 3 h / 25 - 30 °C
1.2: 1 h
2.1: isopropyl alcohol; water / 50 - 55 °C
3.1: ammonia / ethylene glycol / 1.5 h / 115 - 120 °C / Autoclave
View Scheme
Multi-step reaction with 4 steps
1.1: ethanol
1.2: 1 h
2.1: hydrogenchloride / Reflux
3.1: isopropyl alcohol; water / 50 - 55 °C
4.1: ammonia / ethylene glycol / 1.5 h / 115 - 120 °C / Autoclave
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / ethyl acetate / 0 °C / Reflux
2: hydrogenchloride / isopropyl alcohol; water / 0 - 5 °C
3: formamide; sodium methylate / N,N-dimethyl-formamide / 0 - 30 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / ethyl acetate / 0 - 5 °C / Reflux
2: hydrogenchloride / isopropyl alcohol; water / 0 - 5 °C
3: sodium methylate; formamide / N,N-dimethyl-formamide / 0 - 30 °C
View Scheme
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