1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazole-4-carboxylic acid methyl ester
• CAS No.: 1444368-06-2
• Molecular Formula: C₁₃H₁₃BrN₂O₃
• Molecular Weight: 325.162
• Mol file: 1444368-06-2.mol

Synonyms:1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazole-4-carboxylic acid methyl ester

Chemical Property of 1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazole-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazole-4-carboxylic acid methyl ester

There total 2 articles about 1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazole-4-carboxylic acid methyl ester 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'-(5-bromo-2-hydroxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester (851205-58-8) + 2-[1-dimethylamino-meth-(Z)-ylidene]-3-oxo-butyric acid methyl ester → 1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazole-4-carboxylic acid methyl ester (1444368-06-2) + 1-(5-bromo-2-hydroxy-benzyl)-3-methyl-1H-pyrazole-4-carboxylic acid methyl ester

Guidance literature:

N'-(5-bromo-2-hydroxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

2-[1-dimethylamino-meth-(Z)-ylidene]-3-oxo-butyric acid methyl ester; In ethanol; at 20 ℃; for 19h; Overall yield = 0.38 g; Reflux;

Reference yield:

5-bromosalicyclaldehyde (1761-61-1) → 1-(5-bromo-2-hydroxy-benzyl)-5-methyl-1H-pyrazole-4-carboxylic acid methyl ester (1444368-06-2) + 1-(5-bromo-2-hydroxy-benzyl)-3-methyl-1H-pyrazole-4-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

1.2: 20 °C

1.3: 20 °C

2.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C

2.2: 19 h / 20 °C / Reflux

With acetic acid; trifluoroacetic acid; In dichloromethane;

upstream raw materials:

N'-(5-bromo-2-hydroxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester

5-bromosalicyclaldehyde