4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt

Base Information

• Chemical Name: 4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt
• CAS No.: 1446444-16-1
• Molecular Formula: CH₂O₂*C₁₈H₁₈ClF₃N₄O₄S
• Molecular Weight: 524.905
• Mol file: 1446444-16-1.mol

Synonyms:4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt

Chemical Property of 4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt

There total 5 articles about 4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt 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:

formic acid (64-18-6) + 3-fluoropyrrolidine (116574-74-4) + 4-[(5-chloro-6-fluoropyridin-3-yl)oxy]-2,5-difluoro-N-[(dimethylamino)sulfonyl]benzamide (1446444-50-3) → 4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt (1446444-16-1)

Guidance literature:

3-fluoropyrrolidine; 4-[(5-chloro-6-fluoropyridin-3-yl)oxy]-2,5-difluoro-N-[(dimethylamino)sulfonyl]benzamide; With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 80 ℃; for 16h;

formic acid; In water; acetonitrile;

Reference yield:

methyl 2,4,5-trifluorobenzoate (20372-66-1) → 4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt (1446444-16-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / dimethyl sulfoxide / 18 h / 20 °C

2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

3: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 30 °C

4: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 16 h / 80 °C

With dmap; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide;

Reference yield:

tert-butyl 4-[(5-chloro-6-fluoropyridin-3-yl)oxy]-2,5-difluorobenzoate (1446444-63-8) → 4-{[5-chloro-6-(3-fluoropyrrolidin-1-yl)pyridine-3-yl]oxy}-N-[(dimethylamino)sulfonyl]-2,5-difluorobenzamide formate salt (1446444-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

2: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 30 °C

3: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 16 h / 80 °C

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; dimethyl sulfoxide;

upstream raw materials:

methyl 2,4,5-trifluorobenzoate

tert-butyl 4-[(5-chloro-6-fluoropyridin-3-yl)oxy]-2,5-difluorobenzoate

5-chloro-6-fluoropyridin-3-ol

formic acid

Refernces