3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Base Information

• Chemical Name: 3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide
• CAS No.: 1309606-06-1
• Molecular Formula: C₂₂H₂₄ClN₅O₂
• Molecular Weight: 425.918
• Mol file: 1309606-06-1.mol

Synonyms:3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Chemical Property of 3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

There total 5 articles about 3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-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: 66.0%

1-(2-aminoethyl)pyrrolidine (7154-73-6) + 4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine (1309605-97-7) + phenyl chloroformate (1885-14-9) → 3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide (1309606-06-1) + C22H24ClN5O2

Guidance literature:

4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine; phenyl chloroformate; With triethylamine; In tetrahydrofuran; at 0 ℃; for 2h;

1-(2-aminoethyl)pyrrolidine; With potassium carbonate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.5012/bkcs.2011.32.3.821

Reference yield:

1-(3-chloro-4-methoxyphenyl)-2-(pyridin-4-yl)ethanone → 3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide (1309606-06-1) + C22H24ClN5O2

Guidance literature:

Multi-step reaction with 2 steps

1.1: 18 h / 20 °C

1.2: 20 °C

2.1: triethylamine / tetrahydrofuran / 2 h / 0 °C

2.2: 1 h / 20 °C

With triethylamine; In tetrahydrofuran;

DOI:10.5012/bkcs.2011.32.3.821

Reference yield:

3-chloro-4-methoxy benzoic acid (37908-96-6) → 3-(3-chloro-4-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide (1309606-06-1) + C22H24ClN5O2

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetyl chloride / 0 - 20 °C

2.1: lithium hexamethyldisilazane / tetrahydrofuran / -25 - 20 °C

3.1: 18 h / 20 °C

3.2: 20 °C

4.1: triethylamine / tetrahydrofuran / 2 h / 0 °C

4.2: 1 h / 20 °C

With triethylamine; acetyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.5012/bkcs.2011.32.3.821

upstream raw materials:

1-(2-aminoethyl)pyrrolidine

4-[3-(3-chloro-4-methoxyphenyl)-1H-pyrazol-4-yl] pyridine

phenyl chloroformate

3,4-dichlorbenzoic acid

Downstream raw materials:

3-(3-chloro-4-hydroxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide