3-(3-chloro-5-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Base Information

• Chemical Name: 3-(3-chloro-5-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide
• CAS No.: 1286232-21-0
• Molecular Formula: C₂₂H₂₄ClN₅O₂
• Molecular Weight: 425.918
• Mol file: 1286232-21-0.mol

Synonyms:3-(3-chloro-5-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

Chemical Property of 3-(3-chloro-5-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-5-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide

There total 6 articles about 3-(3-chloro-5-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:

1-(2-aminoethyl)pyrrolidine (7154-73-6) + 4-[3-(3-chloro-5-methoxyphenyl)-1H-pyrazol-4-yl]pyridine (950525-42-5) + phenyl chloroformate (1885-14-9) → C22H24ClN5O2 + 3-(3-chloro-5-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide (1286232-21-0)

Guidance literature:

4-[3-(3-chloro-5-methoxyphenyl)-1H-pyrazol-4-yl]pyridine; phenyl chloroformate; With triethylamine; In tetrahydrofuran; at 0 ℃;

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

DOI:10.1002/ardp.201000057

Reference yield:

3-chloro-5-methoxy-benzoic acid (82477-67-6) → 3-(3-chloro-5-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide (1286232-21-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetyl chloride / 0 - 20 °C

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

3.1: 18 h / 20 °C

4.1: hydrazine hydrate / ethanol / 20 °C

5.1: triethylamine / tetrahydrofuran / 0 °C

5.2: 1 h / 20 °C

With hydrazine hydrate; triethylamine; acetyl chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;

DOI:10.1002/ardp.201000057

Reference yield:

methyl 3-chloro-5-methoxybenzoate (96826-41-4) → 3-(3-chloro-5-methoxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide (1286232-21-0)

Guidance literature:

Multi-step reaction with 4 steps

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

2.1: 18 h / 20 °C

3.1: hydrazine hydrate / ethanol / 20 °C

4.1: triethylamine / tetrahydrofuran / 0 °C

4.2: 1 h / 20 °C

With hydrazine hydrate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;

DOI:10.1002/ardp.201000057

upstream raw materials:

1-(2-aminoethyl)pyrrolidine

4-[3-(3-chloro-5-methoxyphenyl)-1H-pyrazol-4-yl]pyridine

phenyl chloroformate

1-(3-chloro-5-methoxyphenyl)-2-(pyridin-4-yl)ethanone

Downstream raw materials:

3-(3-chloro-5-hydroxyphenyl)-4-(pyridin-4-yl)-N-(2-(pyrrolidin-1-yl)ethyl)-1H-pyrazole-1-carboxamide