4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide

Base Information

Chemical Name:4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide
CAS No.:1203663-23-3
Molecular Formula:C₁₈H₁₆FIN₄O₂
Molecular Weight:466.254
Hs Code.:

Synonyms:4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide

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Chemical Property of 4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide

Chemical Property:

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Technology Process of 4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide

There total 8 articles about 4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide 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: 29.0%

: 1203662-71-8
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid

: 75647-90-4
O-cyclopropylmethyl-hydroxylamine

: 1203663-23-3
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

Reference yield:

: 1203662-35-4
2-bromo-4-fluoro-3-formylbenzoic acid tert-butyl ester

: 1203663-23-3
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide

Guidance literature:: Multi-step reaction with 6 steps

1: hydrazine hydrate / 1,2-dimethoxyethane / 1.5 h / 90 °C

2: triethylamine / dichloromethane / 18 h / 20 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium phosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / toluene / 4 h / Inert atmosphere; Heating

4: Iodine monochloride / dichloromethane / 0.25 h / 0 °C

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

6: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Iodine monochloride; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm2017094

Reference yield:

: 1203662-73-0
4-(2-fluoro-4-iodophenylamino)-indazole-1,5-dicarboxylic acid di-tert-butyl ester

: 1203663-23-3
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid cyclopropylmethoxyamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm2017094