N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide

Base Information

• Chemical Name: N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide
• CAS No.: 1186606-88-1
• Molecular Formula: C₁₆H₁₄BrF₂N₅O₃S
• Molecular Weight: 474.286
• Mol file: 1186606-88-1.mol

Synonyms:N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide

Chemical Property of N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide

There total 5 articles about N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide 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:

N-(3-bromo-1-tosyl-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(N-(propylsulfonyl)propylsulfonamido)benzamide (1225186-99-1) → N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (1186606-88-1)

Guidance literature:

With water; potassium carbonate; In methanol; at 60 ℃; for 1h;

Reference yield:

2,6-difluoro-3-(propane-1-sulfonylamino)benzoic acid (1103234-56-5) + 3-bromo-1H-pyrazolo[3,4-b]pyridin-5-amine (1186608-71-8) → N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (1186606-88-1)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 22 ℃;

DOI:10.1021/ml200025q

Reference yield:

methyl 2,6-difluoro-3-nitrobenzoate (84832-01-9) → N-(3-bromo-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (1186606-88-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrogen / palladium 10% on activated carbon / ethanol / Inert atmosphere of nitrogen

2.1: triethylamine / dichloromethane / 20 °C / Cooling with water bath

3.1: trimethylaluminum / toluene / 0 - 20 °C

3.2: 2 h / 90 °C

4.1: water; potassium carbonate / methanol / 1 h / 60 °C

With water; hydrogen; trimethylaluminum; potassium carbonate; triethylamine; palladium 10% on activated carbon; In methanol; ethanol; dichloromethane; toluene;

upstream raw materials:

N-(3-bromo-1-tosyl-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(N-(propylsulfonyl)propylsulfonamido)benzamide

2,6-difluoro-3-(propane-1-sulfonylamino)benzoic acid

3-bromo-1H-pyrazolo[3,4-b]pyridin-5-amine

methyl 2,6-difluoro-3-(N-(propylsulfonyl)propylsulfonamido)benzoate

Downstream raw materials:

N-(3-(3-(2-(dimethylamino)ethoxy)phenyl)-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide

N-(3-cyano-1H-pyrazolo[3,4-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide