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Luyunjia Chemistry Xiamen Limited

We are constantly upgrading every aspect of our quality systems in terms of staff training, documentation and analytical capabilities to Overview Quick Details CAS No.: 112529-15-4 MF: C19H21ClN2O3S Place of Origin: Shandong, China (Mainland)

Pioglitazone Hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

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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

Pioglitazone hydrochloride Manufacturer/High quality/Best price/In stock

Cas:112529-15-4

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Henan Allgreen Chemical Co.,Ltd

high quality Appearance:Solid Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Intermediates Transportation:by air or by sea Port:shanghai

Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

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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

Factory Price API 99% Pioglitazone hydrochloride 112529-15-4 GMP Manufacturer

Cas:112529-15-4

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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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

Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Kono Chem Co.,Ltd

Xi'an Kono Chem Co., Ltd., founded in 2014, is a holding enterprise of Hongkong Pioneer Biotech Group. It is an export-oriented manufacturing enterprise supported by the Ministry of Commerce. Kono Chem is located in Xi'an, Shaanxi Pr

Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

FOB Price: $600.0 / 620.0

Type:Other

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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.

[5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-] thiazolidinedione hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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Henan Tianfu Chemical Co., Ltd.

Product Name: Pioglitazone hydrochloride Synonyms: (+-5-[[4-[2-(5-ETHYL-2-PYRIDINYL)ETHOXY] PHENYL]METHYL]-2 4-] THIAZOLIDINEDIONE H YDROCHLORIDE(PIOGLITAZONE HCL);Pioglitazone hydrochloride, 99%, receptor-gamma (PPARgamma) agonist;Pioglitazone hy

112529-15-4 Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

FOB Price: $230.0

Type:Lab/Research institutions

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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

Pioglitazone HCl Powder CAS: 112529-15-4

Cas:112529-15-4

Min.Order:1 Kilogram

FOB Price: $3.0 / 10.0

Type:Trading Company

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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

Factory direct supply CAS 112529-15-4 with best quality

Cas:112529-15-4

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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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 email in time prod

Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

Pioglitazone HCl

Cas:112529-15-4

Min.Order:10 Kilogram

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Type:Trading Company

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Henan Sinotech Import&Export Corporation

Name Pioglitazone hydrochloride CAS 112529-15-4 Purity 99%min Appearance white powders Appearance:White powder Storage:Store in cool and dry place,

Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:1 Metric Ton

FOB Price: $1.0 / 2.0

Type:Other

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Shijiazhuang Sdyano Fine Chemical Co., Ltd

1. Best prices with satisfied quality; 2. It's clients' right to choose the package's Courier (EMS, DHL, FedEx, UPS); 3.It's clients' right to choose the packing way for his products from many recent effective packing ways;

[5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-] thiazolidinedione hydrochloride

Cas:112529-15-4

Min.Order:0 Metric Ton

Negotiable

Type:Trading Company

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Hubei Langyou International Trading Co., Ltd

Our Adwantage: 1.We have stock so we can delivery quickly at the very day when receive the payment. 2.Best price, first class service, high successful delivery rate. A discount would be given when you make a large order. 3.High quality gua

Pharmaceutical Raw material Pioglitazone hydrochloride CAS 112529-15-4

Cas:112529-15-4

Min.Order:10 Gram

Negotiable

Type:Other

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HANWAYS CHEMPHARM CO.,LIMITED

1.Prompt Goods; 2.Flexible payment terms; 3.Documents & Certificate support. Name: Pioglitazone hydrochloride Molecular Structure: Formula: C19H21ClN2O3S Molecular Weight :392.9 Synonyms: 5-[4-[2-(N-Methyl-N-(2-pyridyl)amino)ethoxy]benzyl

Factory supply Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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Shanghai Upbio Tech Co.,Ltd

1,In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Onchem specialized in APIs, chemical intermediate

Top sale Pioglitazone hydrochloride 99%min with 100%safe ship

Cas:112529-15-4

Min.Order:25 Kilogram

Negotiable

Type:Lab/Research institutions

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Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

High Quality Raw Powder Pioglitazone Hydrochloride with Factory Price Pioglitazone hcl

Cas:112529-15-4

Min.Order:10 Gram

FOB Price: $3.5

Type:Trading Company

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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 prese

Qingdao Beluga Import and Export Co., LTD

Pioglitazone hydrochloride CAS:112529-15-4 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organ

Pioglitazone hydrochloride CAS:112529-15-4

Cas:112529-15-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Changchun Artel lmport and Export trade company

Product Detail Minimum Order Qty. 10 Gram Supply Ability 500 Kilograms/Month Storage store in cool, dry, ventilated place 20℃ Delivery Time 3 business days after payment Payment Term TT,western union,Paypal,

Pioglitazone HCl CAS NO.: 112529-15-4

Cas:112529-15-4

Min.Order:20 Metric Ton

Negotiable

Type:Trading Company

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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 and produce sarms in bulk quantity. We have 8 years experience making all kinds of sarms. And all our old customers

Pioglitazone hydrochloride / Pioglitazone HCl

Cas:112529-15-4

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

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Hubei Jiutian Bio-medical Technology Co., Ltd

1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie

CAS112529-15-4 [5-[[4-[2-(5-Ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2,4-] thiazolidinedione hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Hubei CuiRan Biotechnology Co., Ltd

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medicine)

Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:10 Milligram

Negotiable

Type:Lab/Research institutions

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Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need C

Pioglitazone hydrochloride manufacturer with low price

Cas:112529-15-4

Min.Order:1 Gram

Negotiable

Type:Other

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Hebei Mojin Biotechnology Co.,Ltd

Hebei Mojin Biotechnology Co., Ltd, Our company is a professional chemical raw materials and chemical reagents research and development production enterprises. We have several production line,So we can control the lowest price. We also have several

Pioglitazone hydrochloride cas:112529-15-4

Cas:112529-15-4

Min.Order:25 Gram

FOB Price: $90.0 / 100.0

Type:Trading Company

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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

Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

Pioglitazone

Cas:112529-15-4

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

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Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

Pioglitazone hydrochloride

Cas:112529-15-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Wuhan Zenuo Biological Medicine Technology Co Ltd

Product Name: Pioglitazone hydrochloride Synonyms: Pioglitazone hydrochloride, 99%, receptor-gamma (PPARgamma) agonist;Pioglitazone hydrochloride, >=99%;thiazolidinedione hydrochloride;5-[4-[2-(5-Ethyl-2-pyridyl)ethoxy]benzyl]thiazolidine-2,4

Pioglitazone hydrochloride 99% Manufactuered in China best quality

Cas:112529-15-4

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

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Synthetic route

Pioglitazone
105355-27-9

Pioglitazone

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol at 10 - 65℃; for 4.25h; Product distribution / selectivity;95%
With hydrogenchloride In ethanol; water at 10 - 65℃; for 4.25h; Product distribution / selectivity;90%
With hydrogenchloride In methanol; water at 20℃; for 1h;90.5%
5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methylene]-thiazolidine-2,4-dione hydrogen chloride

5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methylene]-thiazolidine-2,4-dione hydrogen chloride

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Stage #1: 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methylene]-thiazolidine-2,4-dione hydrogen chloride With hydrogen; palladium 10% on activated carbon In methanol; water at 50 - 60℃; under 3750.38 - 4500.45 Torr; for 15h;
Stage #2: With hydrogenchloride In water at 0 - 5℃; for 3h;
84%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 63 percent / NaH / dimethylformamide
2: H2 / 10percent Pd-C / methanol / 760 Torr / Ambient temperature
3: 1.)47percent HBr, NaNO2, 2.)Cu2O / 1.)MeOH, H2O, 5 deg C, 20 min., 2.)40 deg C
4: 53 percent / NaOAc / ethanol / Heating
5: 2N HCl / 6 h / Heating
6: 12.2 g / 11percent ethanolic HCl / 1 h / Ambient temperature
View Scheme
Multi-step reaction with 10 steps
1: dihydrogen peroxide / acetic acid / 14 h / 100 °C
2: 0.5 h / 120 °C
3: sodium hydroxide / water / 2 h / 40 °C
4: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
5: N,N-dimethyl-formamide / 14 h / 80 °C
6: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
7: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
8: triethylamine / dichloromethane / 2 h / 0 °C
9: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
10: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 10 steps
1: dihydrogen peroxide / acetic acid / 14 h / 100 °C
2: 0.5 h / 120 °C
3: sodium hydroxide / water / 2 h / 40 °C
4: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
5: N,N-dimethyl-formamide / 14 h / 80 °C
6: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
7: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
8: triethylamine
9: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
10: hydrogenchloride / water; ethanol
View Scheme
4-[2-(5-ethylpyridin-2-yl)ethoxy]aniline
85583-40-0

4-[2-(5-ethylpyridin-2-yl)ethoxy]aniline

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.)47percent HBr, NaNO2, 2.)Cu2O / 1.)MeOH, H2O, 5 deg C, 20 min., 2.)40 deg C
2: 53 percent / NaOAc / ethanol / Heating
3: 2N HCl / 6 h / Heating
4: 12.2 g / 11percent ethanolic HCl / 1 h / Ambient temperature
View Scheme
4-(2-(5-ethyl-2-pyridyl)ethoxy)nitrobenzene
85583-54-6

4-(2-(5-ethyl-2-pyridyl)ethoxy)nitrobenzene

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: H2 / 10percent Pd-C / methanol / 760 Torr / Ambient temperature
2: 1.)47percent HBr, NaNO2, 2.)Cu2O / 1.)MeOH, H2O, 5 deg C, 20 min., 2.)40 deg C
3: 53 percent / NaOAc / ethanol / Heating
4: 2N HCl / 6 h / Heating
5: 12.2 g / 11percent ethanolic HCl / 1 h / Ambient temperature
View Scheme
methyl 2-bromo-3-{4-[2-(5-ethyl-pyridin-2-yl)ethoxy]phenyl}propionate
105355-25-7

methyl 2-bromo-3-{4-[2-(5-ethyl-pyridin-2-yl)ethoxy]phenyl}propionate

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 53 percent / NaOAc / ethanol / Heating
2: 2N HCl / 6 h / Heating
3: 12.2 g / 11percent ethanolic HCl / 1 h / Ambient temperature
View Scheme
5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2-imino-4-thiazolidinone
105355-26-8

5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2-imino-4-thiazolidinone

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2N HCl / 6 h / Heating
2: 12.2 g / 11percent ethanolic HCl / 1 h / Ambient temperature
View Scheme
With hydrogenchloride; water for 15h; Product distribution / selectivity; Heating / reflux;
Stage #1: 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-2-imino-4-thiazolidinone With methanol; oxalic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: With hydrogenchloride; water for 12h; Product distribution / selectivity; Heating / reflux;
4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 63 percent / NaH / dimethylformamide
2: H2 / 10percent Pd-C / methanol / 760 Torr / Ambient temperature
3: 1.)47percent HBr, NaNO2, 2.)Cu2O / 1.)MeOH, H2O, 5 deg C, 20 min., 2.)40 deg C
4: 53 percent / NaOAc / ethanol / Heating
5: 2N HCl / 6 h / Heating
6: 12.2 g / 11percent ethanolic HCl / 1 h / Ambient temperature
View Scheme
2-bromo-3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}propionic acid
674798-32-4

2-bromo-3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}propionic acid

thiourea
17356-08-0

thiourea

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Stage #1: 2-bromo-3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}propionic acid; thiourea With sodium acetate In ethanol for 3h; Heating / reflux;
Stage #2: With hydrogenchloride In ethanol; water for 18h; Heating / reflux;
Stage #3: With ammonia In ethanol; water at 20℃;
5-{4-[2-(5-ethyl-pyridin-2-yl)ethoxy]-benzyl}-2-morpholin-4-yl-thiazol-4-one
1034515-30-4

5-{4-[2-(5-ethyl-pyridin-2-yl)ethoxy]-benzyl}-2-morpholin-4-yl-thiazol-4-one

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; water; isopropyl alcohol for 8h; Product distribution / selectivity; Heating / reflux;
N-(5-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl}-4-oxo-4,5-dihydrothiazol-2-yl)-methanesulfonamide
1034515-42-8

N-(5-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl}-4-oxo-4,5-dihydrothiazol-2-yl)-methanesulfonamide

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; water for 3h; Product distribution / selectivity; Heating / reflux;
N-(5-{4-[2-(5-ethyl-pyridin-2-yl)ethoxy]benzyl}-4-oxo-4,5-dihydrothiazol-2-yl)-4-methylbenzenesulfonamide
1034515-24-6

N-(5-{4-[2-(5-ethyl-pyridin-2-yl)ethoxy]benzyl}-4-oxo-4,5-dihydrothiazol-2-yl)-4-methylbenzenesulfonamide

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Stage #1: N-(5-{4-[2-(5-ethyl-pyridin-2-yl)ethoxy]benzyl}-4-oxo-4,5-dihydrothiazol-2-yl)-4-methylbenzenesulfonamide With hydrogenchloride; water for 8h; Heating / reflux;
Stage #2: With hydrogenchloride In ethyl acetate at 25 - 30℃; for 2h; Product distribution / selectivity;
5-{4-[2-(5-ethylpyridn-2-yl)ethoxy]benzylidene}-2,4-thiazolidene dione
144809-28-9

5-{4-[2-(5-ethylpyridn-2-yl)ethoxy]benzylidene}-2,4-thiazolidene dione

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Stage #1: 5-{4-[2-(5-ethylpyridn-2-yl)ethoxy]benzylidene}-2,4-thiazolidene dione With sodium tetrahydroborate; cobalt(II) nitrate hexahydrate; butane-2,3-dione dioxime; sodium hydroxide In water; N,N-dimethyl-formamide at 35℃; for 6h; Large scale reaction;
Stage #2: With acetic acid In water; N,N-dimethyl-formamide at 25℃; for 0.75h; pH=6.5 - 7; Large scale reaction;
Stage #3: With hydrogenchloride In water; isopropyl alcohol at 25 - 80℃; Large scale reaction;
49.6 kg
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 3102.97 Torr
2: hydrogenchloride / water; ethanol
View Scheme
5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione
646519-90-6

5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzylidene}-2,4-thiazolidene dione

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 3 h / 60 - 65 °C
2: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 3 steps
1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 3102.97 Torr
2: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
3: hydrogenchloride / water; ethanol
View Scheme
5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzyl}-2,4-thiazolidene dione

5-{4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzyl}-2,4-thiazolidene dione

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
2: hydrogenchloride / water; ethanol
View Scheme
5-{4-[2-(5-ethylpyridin-2-yl)-2-tosylethoxy]benzylidene}-2,4-thiazolidene dione
646519-92-8

5-{4-[2-(5-ethylpyridin-2-yl)-2-tosylethoxy]benzylidene}-2,4-thiazolidene dione

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
2: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 3 h / 60 - 65 °C
2: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 3 steps
1: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
2: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
3: hydrogenchloride / water; ethanol
View Scheme
5-{4-[2-(5-ethylpyridin-2-yl)-2-tosylethoxy]benzyl}-2,4-thiazolidene dione

5-{4-[2-(5-ethylpyridin-2-yl)-2-tosylethoxy]benzyl}-2,4-thiazolidene dione

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
2: hydrogenchloride / water; ethanol
View Scheme
5-{4-[2-chloro-2-(5-ethylpyridn-2-yl)ethoxy]benzylidene}-2,4-thiazolidene dione
646519-94-0

5-{4-[2-chloro-2-(5-ethylpyridn-2-yl)ethoxy]benzylidene}-2,4-thiazolidene dione

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen / tetrahydrofuran / 12 h
2: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 2 steps
1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 70 °C
2: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 3 steps
1: zinc; acetic acid / methanol / 15 h / 25 - 30 °C
2: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 3102.97 Torr
3: hydrogenchloride / water; ethanol
View Scheme
2-(5-ethyl-1-oxypyridin-2-yl)ethanol
90643-32-6

2-(5-ethyl-1-oxypyridin-2-yl)ethanol

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 0.5 h / 120 °C
2: sodium hydroxide / water / 2 h / 40 °C
3: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
4: N,N-dimethyl-formamide / 14 h / 80 °C
5: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
6: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
7: thionyl chloride / chloroform / 2 h / Reflux
8: hydrogenchloride
9: zinc; propionic acid / ethanol / 12 h
10: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 10 steps
1: 0.5 h / 120 °C
2: sodium hydroxide / water / 2 h / 40 °C
3: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
4: N,N-dimethyl-formamide / 14 h / 80 °C
5: thionyl chloride / chloroform / 1 h / Reflux
6: acetic acid; piperidine / toluene / Heating
7: hydrogen / tetrahydrofuran / 12 h
8: hydrogenchloride
9: zinc; propionic acid / ethanol / 12 h
10: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 10 steps
1: 0.5 h / 120 °C
2: sodium hydroxide / water / 2 h / 40 °C
3: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
4: N,N-dimethyl-formamide / 14 h / 80 °C
5: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
6: thionyl chloride / chloroform / 3 h / Reflux
7: hydrogen / tetrahydrofuran / 12 h
8: hydrogenchloride
9: zinc; propionic acid / ethanol / 12 h
10: hydrogenchloride / water; ethanol
View Scheme
1-(5-ethylpyridin-2-yl)ethan-1,2-diol

1-(5-ethylpyridin-2-yl)ethan-1,2-diol

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
2: N,N-dimethyl-formamide / 14 h / 80 °C
3: thionyl chloride / chloroform / 1 h / Reflux
4: acetic acid; piperidine / toluene / Heating
5: hydrogen / tetrahydrofuran / 12 h
6: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 6 steps
1: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
2: N,N-dimethyl-formamide / 14 h / 80 °C
3: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
4: thionyl chloride / chloroform / 3 h / Reflux
5: hydrogen / tetrahydrofuran / 12 h
6: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 6 steps
1: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
2: N,N-dimethyl-formamide / 14 h / 80 °C
3: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
4: triethylamine / dichloromethane / 2 h / 0 °C
5: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
6: hydrogenchloride / water; ethanol
View Scheme
5-ethyl-2-[2-oxo-(1,3,2)dioxathiolan-4-yl]pyridine

5-ethyl-2-[2-oxo-(1,3,2)dioxathiolan-4-yl]pyridine

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: N,N-dimethyl-formamide / 14 h / 80 °C
2: thionyl chloride / chloroform / 1 h / Reflux
3: acetic acid; piperidine / toluene / Heating
4: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 70 °C
5: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 5 steps
1: N,N-dimethyl-formamide / 14 h / 80 °C
2: triethylamine / dichloromethane / 4 h / 0 - 5 °C
3: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
4: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 3 h / 60 - 65 °C
5: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 5 steps
1: N,N-dimethyl-formamide / 14 h / 80 °C
2: triethylamine / dichloromethane / 4 h / 0 - 5 °C
3: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
4: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 3 h / 60 - 65 °C
5: hydrogenchloride / water; ethanol
View Scheme
4-[2-chloro-2-(5-ethyl-2-pyridyl)ethoxy]benzaldehyde

4-[2-chloro-2-(5-ethyl-2-pyridyl)ethoxy]benzaldehyde

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: acetic acid; piperidine / toluene / Heating
2.1: hydrogen / tetrahydrofuran / 12 h
3.1: zinc; acetic acid / 15 h / 25 - 30 °C
4.1: water; N-Bromosuccinimide / tert-butyl alcohol / 1.17 h / 25 - 30 °C
5.1: potassium carbonate / tert-butyl alcohol / 1.17 h / Reflux
5.2: 11 h / Reflux
6.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
7.1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
8.1: triethylamine
9.1: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
10.1: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 10 steps
1.1: acetic acid; piperidine / toluene / Heating
2.1: hydrogen / tetrahydrofuran / 12 h
3.1: zinc; acetic acid / 15 h / 25 - 30 °C
4.1: water; N-Bromosuccinimide / dimethyl sulfoxide / 0.5 h / -5 - 0 °C
5.1: potassium carbonate / tert-butyl alcohol / 1.17 h / Reflux
5.2: 11 h / Reflux
6.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
7.1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
8.1: triethylamine
9.1: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
10.1: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 10 steps
1.1: acetic acid; piperidine / toluene / Heating
2.1: hydrogen / tetrahydrofuran / 12 h
3.1: zinc; acetic acid / 15 h / 25 - 30 °C
4.1: water; N-Bromosuccinimide / dimethyl sulfoxide / 0.5 h / -5 - 0 °C
5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h
5.2: 15 h / 25 - 90 °C
6.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
7.1: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 85 °C / Large scale
8.1: triethylamine
9.1: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
10.1: hydrogenchloride / water; ethanol
View Scheme
4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzaldehyde

4-[2-(5-ethylpyridin-2-yl)-2-mesylethoxy]benzaldehyde

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
2: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 3 h / 60 - 65 °C
3: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 4 steps
1: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
2: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 3102.97 Torr
3: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
4: hydrogenchloride / water; ethanol
View Scheme
4-[2-(5-ethylpyridn-2-yl)-2-tosylethoxy]benzaldehyde

4-[2-(5-ethylpyridn-2-yl)-2-tosylethoxy]benzaldehyde

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
2: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 3 h / 60 - 65 °C
3: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 3 steps
1: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
2: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
3: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 4 steps
1: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
2: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
3: acetic acid; sodium tetrahydroborate / 15 h / 40 - 45 °C
4: hydrogenchloride / water; ethanol
View Scheme
5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione hydrochloride
646519-89-3

5-{4-[2-chloro-2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-2,4-thiazolidene dione hydrochloride

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: zinc; propionic acid / ethanol / 12 h
2: hydrogenchloride / water; ethanol
View Scheme
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: N-Bromosuccinimide / tert-butyl alcohol; water / 1.5 h / 25 °C / Large scale
1.2: 0.75 h / Large scale
1.3: PEG 4000 / 17 h / 78 °C / Large scale
2.1: thionyl chloride / chloroform / 1 h / Reflux
3.1: acetic acid; piperidine / toluene / Heating
4.1: hydrogen / tetrahydrofuran / 12 h
5.1: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 5 steps
1.1: N-Bromosuccinimide / tert-butyl alcohol; water / 1.5 h / 25 °C / Large scale
1.2: 0.75 h / Large scale
1.3: PEG 4000 / 17 h / 78 °C / Large scale
2.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
3.1: triethylamine / dichloromethane / 2 h / 0 °C
4.1: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
5.1: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 5 steps
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.08 h
1.2: 15 h / 25 - 90 °C
2.1: thionyl chloride / chloroform / 1 h / Reflux
3.1: acetic acid; piperidine / toluene / Heating
4.1: hydrogen / tetrahydrofuran / 12 h
5.1: hydrogenchloride / water; ethanol
View Scheme
4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde
471295-98-4

4-[2-(5-ethylpyridin-2-yl)-2-hydroxyethoxy]benzaldehyde

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: thionyl chloride / chloroform / 1 h / Reflux
2: acetic acid; piperidine / toluene / Heating
3: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 70 °C
4: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 4 steps
1: thionyl chloride / chloroform / 1 h / Reflux
2: acetic acid; piperidine / toluene / Heating
3: hydrogen / tetrahydrofuran / 12 h
4: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 4 h / 0 - 5 °C
2: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
3: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 3 h / 60 - 65 °C
4: hydrogenchloride / water; ethanol
View Scheme
acetic acid 2-acetoxy-2-(5-ethyl-1-pyridin-2-yl)ethyl ester

acetic acid 2-acetoxy-2-(5-ethyl-1-pyridin-2-yl)ethyl ester

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: sodium hydroxide / water / 2 h / 40 °C
2: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
3: N,N-dimethyl-formamide / 14 h / 80 °C
4: thionyl chloride / chloroform / 1 h / Reflux
5: acetic acid; piperidine / toluene / Heating
6: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 70 °C
7: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 7 steps
1: sodium hydroxide / water / 2 h / 40 °C
2: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
3: N,N-dimethyl-formamide / 14 h / 80 °C
4: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
5: thionyl chloride / chloroform / 3 h / Reflux
6: sodium tetrahydroborate; butane-2,3-dione dioxime; cobalt(II) chloride hexahydrate / water; N,N-dimethyl-formamide / 4 h / 65 - 70 °C
7: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 7 steps
1: sodium hydroxide / water / 2 h / 40 °C
2: thionyl chloride; triethylamine / dichloromethane / 1.25 h / 0 - 5 °C
3: N,N-dimethyl-formamide / 14 h / 80 °C
4: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
5: triethylamine / dichloromethane / 2 h / 0 °C
6: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
7: hydrogenchloride / water; ethanol
View Scheme
5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: N-Bromosuccinimide / tert-butyl alcohol; water / 1.5 h / 25 °C / Large scale
1.2: 0.75 h / Large scale
1.3: PEG 4000 / 17 h / 78 °C / Large scale
2.1: thionyl chloride / chloroform / 1 h / Reflux
3.1: acetic acid; piperidine / toluene / Heating
4.1: hydrogen / tetrahydrofuran / 12 h
5.1: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 5 steps
1.1: N-Bromosuccinimide / tert-butyl alcohol; water / 1.5 h / 25 °C / Large scale
1.2: 0.75 h / Large scale
1.3: PEG 4000 / 17 h / 78 °C / Large scale
2.1: pyrrolidine / methanol / 2 h / 50 - 55 °C / Large scale
3.1: triethylamine / dichloromethane / 2 h / 0 °C
4.1: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
5.1: hydrogenchloride / water; ethanol
View Scheme
Multi-step reaction with 5 steps
1.1: N-Bromosuccinimide / tert-butyl alcohol; water / 1.5 h / 25 °C / Large scale
1.2: 0.75 h / Large scale
1.3: PEG 4000 / 17 h / 78 °C / Large scale
2.1: triethylamine / dichloromethane / 4 h / 0 - 5 °C
3.1: acetic acid; piperidine / toluene / 4 h / 120 - 130 °C
4.1: palladium 10% on activated carbon; hydrogen / water; methanol / 14 h / 3102.97 Torr
5.1: hydrogenchloride / water; ethanol
View Scheme
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

rac-5-({p-[2-(5-ethyl-2-pyridyl)ethoxy]phenyl}methyl)-(5-2H)-1,3-thiazolidine-2,4-dione
1134163-24-8

rac-5-({p-[2-(5-ethyl-2-pyridyl)ethoxy]phenyl}methyl)-(5-2H)-1,3-thiazolidine-2,4-dione

Conditions
ConditionsYield
With triethylamine In dimethylsulfoxide-d6; d(4)-methanol at 20℃; for 108h;95%
With dimethylsulfoxide-d6; d(4)-methanol; triethylamine at 20℃; for 108h;95%
With dimethylsulfoxide-d6; d(4)-methanol; triethylamine at 20℃; for 108h;95%
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester
21085-72-3

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

3-((2R,3R,4S,5S,6S)-3,4,5-triacetoxy-6-methoxycarbonyl-tetrahydropyran-2-yl)-5-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyl}-thiazolidine-2,4-dione
1296832-69-3

3-((2R,3R,4S,5S,6S)-3,4,5-triacetoxy-6-methoxycarbonyl-tetrahydropyran-2-yl)-5-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyl}-thiazolidine-2,4-dione

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 70℃; for 3h;83%
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

dimethylbiguanide
657-24-9

dimethylbiguanide

metformin (RS)-5-(4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl)thiazolidine-2,4-dioxothiazolidin-3-ide

metformin (RS)-5-(4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl)thiazolidine-2,4-dioxothiazolidin-3-ide

Conditions
ConditionsYield
In water64%
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

zinc(II) chloride
7646-85-7

zinc(II) chloride

C38H38N4O6S2Zn(2+)*2Cl(1-)

C38H38N4O6S2Zn(2+)*2Cl(1-)

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 70℃; pH=6 - 6.5;51.08%
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

3-((2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-tetrahydropyran-2-yl)-5-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyl}-thiazolidine-2,4-dione
1296832-75-1

3-((2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-tetrahydropyran-2-yl)-5-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyl}-thiazolidine-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: caesium carbonate / acetonitrile / 3 h / 70 °C
2: hydrogenchloride / 1,4-dioxane / 76 h / 20 °C
3: morpholine; tetrakis(triphenylphosphine) palladium(0) / dichloromethane / 4 h / 20 °C
View Scheme
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

(2S,3S,4S,5R,6R)-6-(1-carboxy-2-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl}-ethylsulfanylcarbonylamino)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid
1296832-76-2

(2S,3S,4S,5R,6R)-6-(1-carboxy-2-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl}-ethylsulfanylcarbonylamino)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: caesium carbonate / acetonitrile / 3 h / 70 °C
2: hydrogenchloride / 1,4-dioxane / 76 h / 20 °C
3: morpholine; tetrakis(triphenylphosphine) palladium(0) / dichloromethane / 4 h / 20 °C
4: water; acetonitrile
5: sodium acetate / water; acetonitrile / 296 h / 20 °C
View Scheme
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

3-((2R,3R,4S,5S,6S)-6-allyloxycarbonyl-3,4,5-trihydroxy-tetrahydropyran-2-yl)-5-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyl}-thiazolidine-2,4-dione
1296832-72-8

3-((2R,3R,4S,5S,6S)-6-allyloxycarbonyl-3,4,5-trihydroxy-tetrahydropyran-2-yl)-5-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyl}-thiazolidine-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: caesium carbonate / acetonitrile / 3 h / 70 °C
2: hydrogenchloride / 1,4-dioxane / 76 h / 20 °C
View Scheme
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

3-((2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-tetrahydropyran-2-yl)-5-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyl}-thiazolidine-2,4-dione trifluoroacetate

3-((2R,3R,4S,5S,6S)-6-carboxy-3,4,5-trihydroxy-tetrahydropyran-2-yl)-5-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]benzyl}-thiazolidine-2,4-dione trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: caesium carbonate / acetonitrile / 3 h / 70 °C
2: hydrogenchloride / 1,4-dioxane / 76 h / 20 °C
3: morpholine; tetrakis(triphenylphosphine) palladium(0) / dichloromethane / 4 h / 20 °C
4: water; acetonitrile
View Scheme
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

(2S,3S,4S,5R,6R)-6-(1-carboxy-2-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl}-ethylsulfanylcarbonylamino)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid trifluoroacetate

(2S,3S,4S,5R,6R)-6-(1-carboxy-2-{4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl}-ethylsulfanylcarbonylamino)-3,4,5-trihydroxy-tetrahydropyran-2-carboxylic acid trifluoroacetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: caesium carbonate / acetonitrile / 3 h / 70 °C
2: hydrogenchloride / 1,4-dioxane / 76 h / 20 °C
3: morpholine; tetrakis(triphenylphosphine) palladium(0) / dichloromethane / 4 h / 20 °C
4: water; acetonitrile
5: sodium acetate / water; acetonitrile / 296 h / 20 °C
6: water; acetonitrile
View Scheme
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione L-tartrate
1263978-84-2

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione L-tartrate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: water; methanol / 96 h / Inert atmosphere
2.1: tetrahydrofuran / 1.5 h / 20 - 35 °C / Inert atmosphere
2.2: 20 °C / Reflux; Inert atmosphere
View Scheme
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione tosylate
1263978-86-4

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione tosylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; methanol / 96 h / Inert atmosphere
2: isopropyl alcohol / 0.5 h / 20 - 40 °C / Inert atmosphere
View Scheme
L-Tartaric acid
87-69-4

L-Tartaric acid

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

A

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione L-tartrate
1263978-84-2

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione L-tartrate

B

C4H6O6*C19H20N2O3S

C4H6O6*C19H20N2O3S

Conditions
ConditionsYield
In methanol; water for 96h; Inert atmosphere;A n/a
B n/a
Di-p-toluoyl-L-tartaric acid
32634-66-5

Di-p-toluoyl-L-tartaric acid

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

A

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione (-)-O,O'-di-p-toluoyl-L-tartrate

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione (-)-O,O'-di-p-toluoyl-L-tartrate

B

C19H20N2O3S*C20H18O8

C19H20N2O3S*C20H18O8

Conditions
ConditionsYield
In methanol; water for 96h; Inert atmosphere;A n/a
B n/a
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

O,O'-dibenzoyl-L-tartaric acid
2743-38-6

O,O'-dibenzoyl-L-tartaric acid

A

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione (-)-O,O'-dibenzoyl-L-tartrate

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione (-)-O,O'-dibenzoyl-L-tartrate

B

(x)C18H14O8*C19H20N2O3S

(x)C18H14O8*C19H20N2O3S

Conditions
ConditionsYield
In methanol; water for 96h; Product distribution / selectivity; Inert atmosphere;A n/a
B n/a
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

A

3-(4-(2-(5-ethylpyridine-2yl)ethoxy)phenyl)-2-mercaptopropanoic acid
1229114-66-2

3-(4-(2-(5-ethylpyridine-2yl)ethoxy)phenyl)-2-mercaptopropanoic acid

B

2-(1-carboxy-2-{4-[2-(5-ethylpyridine-2yl)-ethoxy]phenyl}-ethyldisulfanyl)-3-{4-[2-(5-ethylpyridine-2yl)-ethoxy]phenyl}propanoic acid
1229114-67-3

2-(1-carboxy-2-{4-[2-(5-ethylpyridine-2yl)-ethoxy]phenyl}-ethyldisulfanyl)-3-{4-[2-(5-ethylpyridine-2yl)-ethoxy]phenyl}propanoic acid

Conditions
ConditionsYield
With sodium hydroxide at 80℃; for 24h;
5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride
112529-15-4

5-{4-[2-(5-ethyl-2-pyridyl)ethoxy]benzyl}-2,4-thiazolidinedione hydrochloride

rac-2-(2-{4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxy}ethyl)-5-ethylpyridine-1-oxide
145350-09-0

rac-2-(2-{4-[(2,4-dioxothiazolidin-5-yl)methyl]phenoxy}ethyl)-5-ethylpyridine-1-oxide

Conditions
ConditionsYield
With dihydrogen peroxide at 60 - 80℃; for 24h;

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