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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality 1,3-Dibromo-5-Fluoro-2-Iodobenzene supplier in China

Cas:62720-29-0

Min.Order:1 Metric Ton

Negotiable

Type:Manufacturers

inquiry

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

2,6-Dibromo-4-fluoroiodobenzene

Cas:62720-29-0

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

1, 3-Dibromo-5-Fluoro-2-Iodobenzene for Chemical Research CAS 62720-29-0

Cas:62720-29-0

Min.Order:1 Kilogram

FOB Price: $3.0 / 10.0

Type:Trading Company

inquiry

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

Top Purity CAS 62720-29-0 with fast shipping

Cas:62720-29-0

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:powder Storage:Store in sealed containers at cool & dry pla

1,3-Dibromo-5-fluoro-2-iodobenzene CAS 62720-29-0

Cas:62720-29-0

Min.Order:100 Gram

Negotiable

Type:Other

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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

Benzene,1,3-dibromo-5-fluoro-2-iodo- 62720-29-0

Cas:62720-29-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

1,3-Dibromo-5-Fluoro-2-Iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Manufacturers

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

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:1 Gram

FOB Price: $214.0

Type:Trading Company

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Factory Supply 1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0 Metric Ton

Negotiable

Type:Other

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Benzene,1,3-dibromo-5-fluoro-2-iodo-

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 6 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so

1,3-Dibromo-5-fluoro-2-iodobenzene 62720-29-0

Cas:62720-29-0

Min.Order:1 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Minstar Chemical Co., Ltd

1,3-Dibromo-5-fluoro-2-iodobenzene Basic information Product Name: 1,3-Dibromo-5-fluoro-2-iodobenzene Synonyms: 1,3-DIBROMO-5-FLUORO-2-IODOBENZENE;2,6-DIBROMO-4-FLUOROIODOBENZENE;2,6-Dibromo-4-fluoroiodobenzene 97%;2,6-Dibromo-4-fluoroiodobenz

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

2,6-Dibromo-4-fluoroiodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

2,6-Dibromo-4-fluoroiodobenzene

Cas:62720-29-0

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Win-Win chemical Co.Ltd

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

2,6-Dibromo-4-fluoroiodobenzene cas no. 62720-29-0 98%

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Kono Chem Co.,Ltd

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Other

inquiry

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stockAppearance:To be subject to the object Package:Customized Application:pharmaceutical intermediates Transportation:Air Port:Shanghai;Guangzhou

1,3-DibroMo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Lonwin Chemical Group Limited

Shanghai Lonwin Chemical company is a subsidiary of Lonwin Industry Group Limited, was established in 2011 and is headquartered in Shanghai, adjacent to China National Convention and Exhibition Center and Hongqiao transportation hub.Lonwinchem is

Best price 1,3-Dibromo-5-Fluoro-2-Iodobenzene 62720-29-0

Cas:62720-29-0

Min.Order:100 Kilogram

FOB Price: $100.0 / 150.0

Type:Other

inquiry

DB BIOTECH CO., LTD

Q1: Are you a manufacturer Answer: Yes, we are factory founded on 2012.Q2: How to contact with us Click "contact supplier" And then send us message the product you interest in, you will get reply within 12 hours.Q3:Which kind of payment terms do you

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai Acmec Biochemical Technology Co., Ltd.

Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea

Acmec 1,3-Dibromo-5-fluoro-2-iodobenzene 5g

Cas:62720-29-0

Min.Order:1 bottle

Negotiable

Type:Lab/Research institutions

inquiry

Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Aecochem Corp.

Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS

1,3-Dibromo-5-Fluoro-2-Iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen AmoyChem Co.,Ltd

Amoychem is committed to providing the top-quality chemical products and services Internationally. We offer our customers with friendly, professional service and reliable, high performance products that have been manufactured according to the accredi

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Other

inquiry

Hangzhou Ocean Chemical Co., Ltd.

★.Best quality according to requirement ★.Competitive price in China market ★.Mature Technical support ★.Professional logistic support

1,3-Dibromo-5-fluoro-2-iodobenzene

Cas:62720-29-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

C10H12Br2FN3
401631-93-4

C10H12Br2FN3

1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

Conditions
ConditionsYield
With hydrogen iodide In acetonitrile at 60℃; for 1.5h;71%
2,6-dibromo-4-fluoroaniline
344-18-3

2,6-dibromo-4-fluoroaniline

1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / i-pentyl nitrite; HOAc / 0 - 5 °C
2: 95 percent / aq. NaOH / 0.5 h / 0 - 5 °C
3: 71 percent / aq. HI / acetonitrile / 1.5 h / 60 °C
View Scheme
2,6-dibromo-4-fluorobenzenediazonium o-benzenedisulfonimide

2,6-dibromo-4-fluorobenzenediazonium o-benzenedisulfonimide

1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / aq. NaOH / 0.5 h / 0 - 5 °C
2: 71 percent / aq. HI / acetonitrile / 1.5 h / 60 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

prenyl bromide
870-63-3

prenyl bromide

1,3-dibromo-5-fluoro-2-(3-methylbut-2-enyl)benzene

1,3-dibromo-5-fluoro-2-(3-methylbut-2-enyl)benzene

Conditions
ConditionsYield
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran at -20 - 0℃; for 1h; Inert atmosphere;
Stage #2: prenyl bromide With copper(l) iodide In tetrahydrofuran at 0 - 20℃;
85%
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

thioacetic acid S-(2-acetylamino-phenyl)ester
1204-55-3

thioacetic acid S-(2-acetylamino-phenyl)ester

4-bromo-2-fluoro-10H-phenothiazine

4-bromo-2-fluoro-10H-phenothiazine

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 130℃; for 10h; Inert atmosphere;65%
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

phenylboronic acid
98-80-6

phenylboronic acid

2,6-dibromo-4-fluorobiphenyl
1383568-74-8

2,6-dibromo-4-fluorobiphenyl

Conditions
ConditionsYield
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride; potassium carbonate In 1,4-dioxane at 20℃; for 1h; Suzuki-Miyaura coupling; Inert atmosphere;
Stage #2: phenylboronic acid In 1,4-dioxane for 36h; Suzuki-Miyaura coupling; Inert atmosphere; Reflux;
58%
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,6-dibromo-4-fluorobenzaldehyde
938467-02-8

2,6-dibromo-4-fluorobenzaldehyde

Conditions
ConditionsYield
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene With isopropylmagnesium chloride In diethyl ether; toluene at -35 - -25℃; for 2h;
Stage #2: N,N-dimethyl-formamide In diethyl ether; toluene at -19 - 10℃; for 2h; Product distribution / selectivity;
54%
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene With isopropylmagnesium chloride In diethyl ether; toluene at -35 - -25℃; for 2h;
Stage #2: N,N-dimethyl-formamide In diethyl ether; toluene at -19 - 10℃; for 2h;
54%
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene With isopropylmagnesium chloride In ethyl acetate; toluene at -35 - -25℃; for 2h;
Stage #2: N,N-dimethyl-formamide In ethyl acetate; toluene at 10 - 20℃; for 3h;
54%
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene With isopropylmagnesium chloride In diethyl ether; toluene at -35 - -25℃; for 1.5h;
Stage #2: N,N-dimethyl-formamide In diethyl ether; toluene at -19 - 10℃; for 1.5h;
54%
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran; toluene at -35 - -25℃; for 2h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; toluene at -35 - 20℃; for 1.5h;
49%
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

isopropylmagnesium chloride
1068-55-9

isopropylmagnesium chloride

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

2,6-dibromo-4-fluorobenzaldehyde
938467-02-8

2,6-dibromo-4-fluorobenzaldehyde

Conditions
ConditionsYield
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene; isopropylmagnesium chloride In diethyl ether; toluene at -35 - -25℃; for 2h;
Stage #2: N,N-dimethyl-formamide In diethyl ether; toluene at -19 - 10℃; for 3h;
54%
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

1,3-dibromo-5-fluorobenzene
1435-51-4

1,3-dibromo-5-fluorobenzene

Conditions
ConditionsYield
With isopropylmagnesium chloride In tetrahydrofuran; toluene at -35 - -25℃; for 2h; Inert atmosphere;
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

2,6-dibromo-4-fluorobenzaldehyde
938467-02-8

2,6-dibromo-4-fluorobenzaldehyde

B

1,3-dibromo-5-fluorobenzene
1435-51-4

1,3-dibromo-5-fluorobenzene

Conditions
ConditionsYield
Stage #1: 1,3-dibromo-5-fluoro-2-iodobenzene With isopropylmagnesium chloride In tetrahydrofuran Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; water Inert atmosphere;
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

2-(7,7-dimethyl-1-oxo-3,4,7,8-tetrahydro-1H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-2(6H)-yl)-4-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate
1346675-25-9

2-(7,7-dimethyl-1-oxo-3,4,7,8-tetrahydro-1H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-2(6H)-yl)-4-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: caesium carbonate / 1,4-dioxane / 0.5 h / Sealed tube
4.2: 16 h / 100 °C
5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dichloromethane; 1,4-dioxane / 5 h / 100 °C
View Scheme
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: caesium carbonate / 1,4-dioxane / 0.5 h / Sealed tube
4.2: 16 h / 100 °C
5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dichloromethane; 1,4-dioxane / 5 h / 100 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(2,6-dibromo-4-fluorophenyl)methanol
1346674-69-8

(2,6-dibromo-4-fluorophenyl)methanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride / toluene; diethyl ether / 2 h / -35 - -25 °C
2: toluene; diethyl ether / 3 h / -25 - 10 °C
3: sodium tetrahydroborate / ethanol / 4 h / 10 °C
View Scheme
Multi-step reaction with 2 steps
1.1: diethyl ether; toluene / 2 h / -35 - -25 °C
1.2: 3 h / -19 - 10 °C
2.1: sodium tetrahydroborate / ethanol / 4 h / 10 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

2-bromo-4-fluoro-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate
1346673-13-9

2-bromo-4-fluoro-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: hydrogenchloride / toluene; diethyl ether / 2 h / -35 - -25 °C
2: toluene; diethyl ether / 3 h / -25 - 10 °C
3: sodium tetrahydroborate / ethanol / 4 h / 10 °C
4: pyridine / dichloromethane / 5 h / 0 - 20 °C
5: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: diethyl ether; toluene / 2 h / -35 - -25 °C
1.2: 3 h / -19 - 10 °C
2.1: sodium tetrahydroborate / ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 10 °C / Inert atmosphere
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

4-Fluoro-2-(1-oxo-3,4,6,7,8,9-hexahydro-pyrazino[1,2-a]indol-2(1H)-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate
1346673-38-8

4-Fluoro-2-(1-oxo-3,4,6,7,8,9-hexahydro-pyrazino[1,2-a]indol-2(1H)-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1: hydrogenchloride / toluene; diethyl ether / 2 h / -35 - -25 °C
2: toluene; diethyl ether / 3 h / -25 - 10 °C
3: sodium tetrahydroborate / ethanol / 4 h / 10 °C
4: pyridine / dichloromethane / 5 h / 0 - 20 °C
5: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
6: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: diethyl ether; toluene / 2 h / -35 - -25 °C
1.2: 3 h / -19 - 10 °C
2.1: sodium tetrahydroborate / ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 10 °C / Inert atmosphere
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(S)-2-(5-(5-(2-ethyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-4-fluoro-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate
1433989-74-2

(S)-2-(5-(5-(2-ethyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-4-fluoro-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 1 h / 100 °C / Sealed tube
View Scheme
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 1 h / 100 °C / Sealed tube
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(S)-2-(3-(5-(5-(2-ethyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-5-fluoro-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one
1433989-23-1

(S)-2-(3-(5-(5-(2-ethyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-5-fluoro-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 1 h / 100 °C / Sealed tube
7.1: lithium hydroxide; water / isopropyl alcohol; tetrahydrofuran / 1 h / 30 °C
View Scheme
Multi-step reaction with 7 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 1 h / 100 °C / Sealed tube
7.1: lithium hydroxide; water / isopropyl alcohol; tetrahydrofuran / 1 h / 30 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(S)-4-fluoro-2-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate
1433989-75-3

(S)-4-fluoro-2-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate tribasic trihydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 2 h / 110 °C / Sealed tube; Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate tribasic trihydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 2 h / 110 °C / Sealed tube; Inert atmosphere
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(S)-2-(5-fluoro-2-(hydroxymethyl)-3-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one
1433989-25-3

(S)-2-(5-fluoro-2-(hydroxymethyl)-3-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate tribasic trihydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 2 h / 110 °C / Sealed tube; Inert atmosphere
7.1: lithium hydroxide; water / isopropyl alcohol; tetrahydrofuran / 0.5 h
View Scheme
Multi-step reaction with 7 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate tribasic trihydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile / 2 h / 110 °C / Sealed tube; Inert atmosphere
7.1: lithium hydroxide; water / isopropyl alcohol; tetrahydrofuran / 0.5 h
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(R)-2-(5-(5-(3,4-Dimethylpiperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-4-fluoro-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate
1433989-85-5

(R)-2-(5-(5-(3,4-Dimethylpiperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-4-fluoro-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 110 °C
View Scheme
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 2 h / 110 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(R)-2-(5-((5-(2,4-dimethylpiperazin-1-yl)pyridin-2-yl)amino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-4-fluoro-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate
1433989-93-5

(R)-2-(5-((5-(2,4-dimethylpiperazin-1-yl)pyridin-2-yl)amino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-4-fluoro-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 2 h / 100 °C
View Scheme
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 2 h / 100 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

4-fluoro-2-(5-(5-(3-(fluoromethyl)-4-methylpiperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(1-oxo-3,4,6,7,8,9-hexa-hydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate
1346676-93-4

4-fluoro-2-(5-(5-(3-(fluoromethyl)-4-methylpiperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-6-(1-oxo-3,4,6,7,8,9-hexa-hydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 3 h / 110 °C
View Scheme
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 3 h / 110 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

2-(5-fluoro-3-(5-(5-(3-(fluoromethyl)-4-methylpiperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one
1346671-86-0

2-(5-fluoro-3-(5-(5-(3-(fluoromethyl)-4-methylpiperazin-1-yl)pyridin-2-ylamino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)-2-(hydroxymethyl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 3 h / 110 °C
7.1: lithium hydroxide monohydrate / water; isopropyl alcohol; tetrahydrofuran / 1 h / 30 °C
View Scheme
Multi-step reaction with 7 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 3 h / 110 °C
7.1: lithium hydroxide monohydrate / water; isopropyl alcohol; tetrahydrofuran / 1 h / 30 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

4-fluoro-2-(1-methyl-5-(5-(9-methyl-7-oxa-3,9-diaza-bicyclo-[3.3.1]nonan-3-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate
1433990-08-9

4-fluoro-2-(1-methyl-5-(5-(9-methyl-7-oxa-3,9-diaza-bicyclo-[3.3.1]nonan-3-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 3 h / 110 °C
View Scheme
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 15 h / 100 °C / Inert atmosphere
6.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 3 h / 110 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

2-bromo-6-(7,7-difluoro-1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)-4-fluorobenzyl Acetate
1433990-15-8

2-bromo-6-(7,7-difluoro-1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)-4-fluorobenzyl Acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(S)-2-(7,7-difluoro-1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)-4-fluoro-6-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)benzyl Acetate
1433990-16-9

(S)-2-(7,7-difluoro-1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)-4-fluoro-6-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)benzyl Acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 1 h / 100 °C
View Scheme
Multi-step reaction with 5 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 1 h / 100 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(S)-7,7-difluoro-2-(5-fluoro-2-(hydroxymethyl)-3-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one
1433989-42-4

(S)-7,7-difluoro-2-(5-fluoro-2-(hydroxymethyl)-3-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 1 h / 100 °C
6.1: lithium hydroxide / water; isopropyl alcohol; tetrahydrofuran / 1 h / 30 °C
View Scheme
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; caesium carbonate / 1,4-dioxane / 16 h / 100 °C / Inert atmosphere
5.1: sodium acetate; potassium phosphate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 1 h / 100 °C
6.1: lithium hydroxide / water; isopropyl alcohol; tetrahydrofuran / 1 h / 30 °C
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

2,6-dibromo-4-fluorobenzyl acetate
1346674-62-1

2,6-dibromo-4-fluorobenzyl acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / toluene; diethyl ether / 2 h / -35 - -25 °C
2: toluene; diethyl ether / 3 h / -25 - 10 °C
3: sodium tetrahydroborate / ethanol / 4 h / 10 °C
4: pyridine / dichloromethane / 5 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: diethyl ether; toluene / 2 h / -35 - -25 °C
1.2: 3 h / -19 - 10 °C
2.1: sodium tetrahydroborate / ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 10 °C / Inert atmosphere
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(S)-2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-fluoro-6-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)benzaldehyde
1433849-48-9

(S)-2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-fluoro-6-(1-methyl-5-(5-(2-methyl-4-(oxetan-3-yl)piperazin-1-yl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)benzaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: isopropylmagnesium chloride / toluene; diethyl ether / 1.5 h / -35 - -25 °C
1.2: 1.5 h / -19 - 10 °C
2.1: potassium acetate; 4,7-dimethoxy-1,10-phenanthroline; copper(l) iodide / 1,4-dioxane / 10 h / 90 °C / Inert atmosphere
3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate; potassium phosphate / tetrahydrofuran; water / 2 h / 100 °C / Inert atmosphere
View Scheme
1,3-dibromo-2-iodo-5-fluorobenzene
62720-29-0

1,3-dibromo-2-iodo-5-fluorobenzene

(2-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}-6-[5-({5-[(2S)-2-ethyl-4-(oxetan-3-yl)piperazin-1-yl]pyridin-2-yl}amino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl]-4-fluorophenyl)methyl Acetate
1433990-17-0

(2-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}-6-[5-({5-[(2S)-2-ethyl-4-(oxetan-3-yl)piperazin-1-yl]pyridin-2-yl}amino)-1-methyl-6-oxo-1,6-dihydropyridin-3-yl]-4-fluorophenyl)methyl Acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: triethylamine / dichloromethane / 16 h / 20 °C
4.1: caesium carbonate / 1,4-dioxane / 0.5 h / Sealed tube
4.2: 16 h / 100 °C
5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dichloromethane; 1,4-dioxane / 5 h / 100 °C
6.1: sodium acetate; potassium phosphate / acetonitrile; water / 2 h / Reflux
View Scheme
Multi-step reaction with 6 steps
1.1: isopropylmagnesium chloride / toluene; ethyl acetate / 2 h / -35 - -25 °C
1.2: 3 h / 10 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 10 °C
3.1: pyridine / dichloromethane / 5 h / 0 - 20 °C
4.1: caesium carbonate / 1,4-dioxane / 0.5 h / Sealed tube
4.2: 16 h / 100 °C
5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / dichloromethane; 1,4-dioxane / 5 h / 100 °C
6.1: sodium acetate; potassium phosphate / acetonitrile; water / 2 h / Reflux
View Scheme

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