[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone

Base Information

• Chemical Name: [2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone
• CAS No.: 1202068-00-5
• Molecular Formula: C₁₉H₁₈FIN₄O₂S
• Molecular Weight: 512.346
• Mol file: 1202068-00-5.mol

Synonyms:[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone

Chemical Property of [2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone

There total 5 articles about [2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 56.0%

2-[(2-fluoro-4-iodophenyl)amino]thieno[2,3-b]pyridine-3-carbonyl fluoride (1174730-72-3) + (3S,4S)-4-(methylamino)pyrrolidin-3-ol dihydrochloride → [2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone (1202068-00-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

Reference yield:

2-(2-chloropyridin-3-yl)acetonitrile (101012-32-2) → [2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone (1202068-00-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / 0.5 h / Reflux

1.2: 0 - 10 °C / pH 1

2.1: lithium diisopropyl amide / tetrahydrofuran; hexanes / 0 °C

2.2: 0 - 65 °C

2.3: 0 °C

3.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 20 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

With diethylamino-sulfur trifluoride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; hexanes; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

2-Chloro-pyridin-3-yl acetic acid (61494-55-1) → [2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3S,4S)-3-hydroxy-4-(methylamino)pyrrolidin-1-yl]-methanone (1202068-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexanes / 0 °C

1.2: 0 - 65 °C

1.3: 0 °C

2.1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 20 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1 h / 20 °C

With diethylamino-sulfur trifluoride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; hexanes; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

2-[(2-fluoro-4-iodophenyl)amino]thieno[2,3-b]pyridine-3-carbonyl fluoride

2-(2-chloropyridin-3-yl)acetonitrile

2-Chloro-pyridin-3-yl acetic acid

(2-chloropyrid-3-yl)methanol

Downstream raw materials:

1-((3S,4S)-1-[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridine-3-carbonyl]-4-hydroxypyrrolidin-3-yl)-1-methyl-3-(9H-fluoren-9-ylmethoxycarbonyl)thiourea

{(3aS,6aR)-5-[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridine-3-carbonyl]-3-methyl-hexahydropyrrolo[3,4-d]thiazol-(2E)-ylidene}carbamic acid 9H-fluoren-9-ylmethyl ester

[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]-[(3aS,6aR)-2-imino-3-methyl-hexahydropyrrolo[3,4-d]thiazol-5-yl]-methanone