6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

Base Information

• Chemical Name: 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
• CAS No.: 1449510-64-8
• Molecular Formula: C₂₅H₂₆ClN₅O₄
• Molecular Weight: 495.966
• Mol file: 1449510-64-8.mol

Synonyms:6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

Chemical Property of 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

Chemical Property:

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 6-[4-[(5-Chloro-1-oxopentyl)amino]phenyl]-4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-1H-pyrazolo[3,4-c]pyridine-3-carboxamide is a derivative of Apixaban, a novel anticoagulant drug.

Technology Process of 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide

There total 28 articles about 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide 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:

5-Chlorovaleroyl chloride (1575-61-7) + 6-(4-aminophenyl)-1-(4-methoxyphenyl)-(4-methoxyphenyl)-7-carbonyl-1H-pyrazolo[3,4-c]-4,5,6,7-tetrahydropyridine-3-amide (1423803-24-0) → 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide (1449510-64-8)

Guidance literature:

With potassium carbonate; In 1-methyl-pyrrolidin-2-one;

Reference yield:

1-(4-methoxyphenyl)-6-(4-aminophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester → 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide (1449510-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia / methanol / 18 h / 100 °C / Autoclave

2: potassium carbonate / 1-methyl-pyrrolidin-2-one

With ammonia; potassium carbonate; In 1-methyl-pyrrolidin-2-one; methanol;

Reference yield:

4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo- 1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester (536759-91-8) → 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide (1449510-64-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 5%-palladium/activated carbon; hydrogen / 1-methyl-pyrrolidin-2-one / 23 h / 20 °C / 4500.45 Torr / Autoclave; Inert atmosphere

2: ammonia / methanol / 18 h / 100 °C / Autoclave

3: potassium carbonate / 1-methyl-pyrrolidin-2-one

With 5%-palladium/activated carbon; ammonia; hydrogen; potassium carbonate; In 1-methyl-pyrrolidin-2-one; methanol;

upstream raw materials:

4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-6-(4-nitrophenyl)-7-oxo- 1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid ethyl ester

5-Chlorovaleroyl chloride

6-(4-aminophenyl)-1-(4-methoxyphenyl)-(4-methoxyphenyl)-7-carbonyl-1H-pyrazolo[3,4-c]-4,5,6,7-tetrahydropyridine-3-amide

3-chloro-1-(4-nitrophenyl)-5,6-dihydropyridin-2(1H)-one