1H-Pyrazole-1-carboxylic acid, 4-(bromomethyl)-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1H-Pyrazole-1-carboxylic acid, 4-(bromomethyl)-, 1,1-dimethylethyl ester
• CAS No.: 530144-72-0
• Molecular Formula: C9H13BrN2O2
• Molecular Weight: 261.118
• Mol file: 530144-72-0.mol

Synonyms:4-bromomethyl-pyrazole-1-carboxylic acid tert-butyl ester;tert-butyl 4-bromomethyl-1H-pyrazole-1-carboxylate;4-bromomethylpyrazole-1-carboxylic acid tert-butyl ester;

Chemical Property of 1H-Pyrazole-1-carboxylic acid, 4-(bromomethyl)-, 1,1-dimethylethyl ester

Chemical Property:

• Melting Point: 48 - 50°C
• Boiling Point: 315.3±34.0 °C(Predicted)
• PSA: 44.12000
• Density: 1.42±0.1 g/cm3(Predicted)
• LogP: 2.56120

Purity/Quality:

NLT 98% ^*data from raw suppliers

tert-Butyl4-(bromomethyl)-1H-pyrazole-1-carboxylate 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: is used in the preparation of benzophenone derivatives as AP-1 inhibitors for treatment of arthritis

Technology Process of 1H-Pyrazole-1-carboxylic acid, 4-(bromomethyl)-, 1,1-dimethylethyl ester

There total 5 articles about 1H-Pyrazole-1-carboxylic acid, 4-(bromomethyl)-, 1,1-dimethylethyl 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: 80.0%

tert-butyl 4-(hydroxymethyl)-1H-pyrazole-1-carboxylate (199003-22-0) → tert-butyl 4-(bromomethyl)-1H-pyrazole-1-carboxylate (530144-72-0)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.bmcl.2021.128010

Reference yield: 43.0%

N-Bromosuccinimide (128-08-5) + tert-butyl 4-methyl-1H-pyrazole-1-carboxylate (121669-69-0) → tert-butyl 4-(bromomethyl)-1H-pyrazole-1-carboxylate (530144-72-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 70 ℃; for 18h; Reflux;

Reference yield: 38.0%

→ tert-butyl 4-(bromomethyl)-1H-pyrazole-1-carboxylate (530144-72-0)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 5.5h; Reflux;

upstream raw materials:

tert-butyl 4-methyl-1H-pyrazole-1-carboxylate

N-Bromosuccinimide

di-tert-butyl dicarbonate

tert-butyl 4-(hydroxymethyl)-1H-pyrazole-1-carboxylate

Refernces

• 1、 -. "PYRIDONE DERIVATIVES AND THEIR USE AS KINASE INHIBITORS". Page/Page column 188; 189; 190. . Retrieved 2017/05/10.
• 2、 -. "TRIAZOLOPYRIDINE INHIBITORS OF MYELOPEROXIDASE". Page/Page column 62; 63. . Retrieved 2017/10/18.