1H-Indazole-1-carboxylic acid, 3-(bromomethyl)-6-fluoro-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 1H-Indazole-1-carboxylic acid, 3-(bromomethyl)-6-fluoro-, 1,1-dimethylethyl ester
• CAS No.: 174180-95-1
• Molecular Formula: C13H14BrFN2O2
• Molecular Weight: 329.16500

Synonyms:3-(bromomethyl)-6-fluoro-1-(tert-butoxycarbonyl)-1H-indaxole;3-Bromomethyl-6-fluoro-indazole-1-carboxylic acid tert-butyl ester;3-Bromomethyl-6-fluoro-1-tert-butoxycarbonyl-1H-indazole;

Chemical Property of 1H-Indazole-1-carboxylic acid, 3-(bromomethyl)-6-fluoro-, 1,1-dimethylethyl ester

Chemical Property:

• PSA: 44.12000
• LogP: 3.85350

Purity/Quality:

97% ^*data from raw suppliers

tert-butyl3-(bromomethyl)-6-fluoro-1H-indazole-1-carboxylate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of 1H-Indazole-1-carboxylic acid, 3-(bromomethyl)-6-fluoro-, 1,1-dimethylethyl ester

There total 4 articles about 1H-Indazole-1-carboxylic acid, 3-(bromomethyl)-6-fluoro-, 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: 57.0%

6-Fluoro-3-methyl-indazole-1-carboxylic acid tert-butyl ester (174180-43-9) → tert-butyl 3-(bromomethyl)-6-fluoro-1H-indazole-1-carboxylate (174180-95-1)

Guidance literature:

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; for 4.5h; Heating;

DOI:10.1021/jm970265x

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-(bromomethyl)-6-fluoro-1H-indazole-1-carboxylate (174180-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP, Et₃N / acetonitrile

2: 57 percent / NBS, benzoyl peroxide / CCl₄ / 4.5 h / Heating

With dmap; N-Bromosuccinimide; Perbenzoic acid; triethylamine; In tetrachloromethane; acetonitrile;

DOI:10.1021/jm970265x

Reference yield:

6-fluoro-3-methyl-1H-indazole (159305-16-5) → tert-butyl 3-(bromomethyl)-6-fluoro-1H-indazole-1-carboxylate (174180-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP, Et₃N / acetonitrile

2: 57 percent / NBS, benzoyl peroxide / CCl₄ / 4.5 h / Heating

With dmap; N-Bromosuccinimide; Perbenzoic acid; triethylamine; In tetrachloromethane; acetonitrile;

DOI:10.1021/jm970265x

upstream raw materials:

6-Fluoro-3-methyl-indazole-1-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

6-fluoro-3-methyl-1H-indazole

Downstream raw materials:

6-Fluoro-3-(1-{[isopropyl-(4-methoxy-phenyl)-carbamoyl]-methyl}-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-ylmethyl)-indazole-1-carboxylic acid tert-butyl ester

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