3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine

Base Information

• Chemical Name: 3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine
• CAS No.: 1202067-21-7
• Molecular Formula: C₂₁H₁₉FIN₃O₃S
• Molecular Weight: 539.369
• Mol file: 1202067-21-7.mol

Synonyms:3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine

Chemical Property of 3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine

There total 6 articles about 3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine 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: 92.0%

(cis-3,4-dihydroxypyrrolidin-1-yl)-[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]methanone (1202067-35-3) + 2,2-dimethoxy-propane (77-76-9) → 3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine (1202067-21-7)

Guidance literature:

(cis-3,4-dihydroxypyrrolidin-1-yl)-[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]methanone; 2,2-dimethoxy-propane; With toluene-4-sulfonic acid; In toluene; at 20 ℃; for 4h;

With sodium sulfate; In toluene; for 72h;

Reference yield:

2-((2-fluoro-4-iodophenyl)amino)thieno[2,3-b]pyridine-3-carboxylic acid (945530-36-9) → 3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine (1202067-21-7)

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 20 °C

3.1: toluene-4-sulfonic acid / toluene / 4 h / 20 °C

3.2: 72 h

With diethylamino-sulfur trifluoride; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

2-(2-chloropyridin-3-yl)acetonitrile (101012-32-2) → 3-[(2,2-dimethyltetrahydro-5H-[1,3]dioxolo[4,5-c]pyrrol-5-yl)carbonyl]-N-(2-fluoro-4-iodophenyl)thieno[2,3-b]pyridin-2-amine (1202067-21-7)

Guidance literature:

Multi-step reaction with 5 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: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 20 °C

5.1: toluene-4-sulfonic acid / toluene / 4 h / 20 °C

5.2: 72 h

With diethylamino-sulfur trifluoride; benzotriazol-1-ol; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; hexanes; dichloromethane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

(cis-3,4-dihydroxypyrrolidin-1-yl)-[2-(2-fluoro-4-iodophenylamino)thieno[2,3-b]pyridin-3-yl]methanone

2,2-dimethoxy-propane

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

2-Chloro-pyridin-3-yl acetic acid

Refernces