4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide

Base Information

Chemical Name:4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide
CAS No.:1374328-76-3
Molecular Formula:C₁₇H₁₆FIN₄O₂
Molecular Weight:454.243
Hs Code.:

Synonyms:4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide

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Chemical Property of 4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide

Chemical Property:

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Technology Process of 4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide

There total 7 articles about 4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide 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: 46.0%

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

: 156-87-6
propan-1-ol-3-amine

: 1374328-76-3
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide

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 22h;
DOI:10.1021/jm2017094

Reference yield:

: 1203662-37-6
4-bromo-1H-indazole-5-carboxylic acid tert-butyl ester

: 1374328-76-3
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 22 h / 20 °C

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

Reference yield:

: 1203662-32-1
4-bromo-indazole-1,5-dicarboxylic acid di-tert-butyl ester

: 1374328-76-3
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (3-hydroxypropyl)amide

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 22 h / 20 °C

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