3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

Base Information

• Chemical Name: 3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide
• CAS No.: 1373758-63-4
• Molecular Formula: C₁₇H₁₃BrCl₂N₄O₂
• Molecular Weight: 456.126
• Mol file: 1373758-63-4.mol

Synonyms:3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

Chemical Property of 3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide

There total 2 articles about 3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-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: 50.0%

3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid (500011-86-9) + (2-amino-5-chloro-3-methylphenyl)methanol (775331-65-2) → 3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (1373758-63-4)

Guidance literature:

3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2h;

(2-amino-5-chloro-3-methylphenyl)methanol; With pyridine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/cjoc.201180295

Reference yield:

2-amino-5-chloro-3-methylbenzoic acid (20776-67-4) → 3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (1373758-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 5 °C

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C

2.2: 2 h / 20 °C

With lithium aluminium tetrahydride; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/cjoc.201180295

Reference yield: 95.8%

3-bromo-N-(4-chloro-2-(hydroxymethyl)-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide (1373758-63-4) + acetyl chloride (75-36-5) → 2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)-5-chloro-3-methylbenzyl acetate (1373758-64-5)

Guidance literature:

With pyridine; Cooling with ice;

DOI:10.1002/cjoc.201180295

upstream raw materials:

3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxylic acid

(2-amino-5-chloro-3-methylphenyl)methanol

2-amino-5-chloro-3-methylbenzoic acid

Downstream raw materials:

2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)-5-chloro-3-methylbenzyl acetate