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

Base Information

Chemical Name:4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (2-vinyloxyethoxy)amide
CAS No.:1203663-04-0
Molecular Formula:C₁₈H₁₆FIN₄O₃
Molecular Weight:482.253
Hs Code.:

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

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

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

There total 7 articles about 4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (2-vinyloxyethoxy)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: 71.0%

: 391212-29-6
O-(2-vinyloxyethyl)hydroxylamine

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

: 1203663-04-0
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (2-vinyloxyethoxy)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 2h;

Reference yield:

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

: 1203663-04-0
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (2-vinyloxyethoxy)amide

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 / 2 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:

: 951884-50-7
2-bromo-4-fluorobenzoic acid tert-butyl ester

: 1203663-04-0
4-[(2-fluoro-4-iodophenyl)amino]-1H-indazole-5-carboxylic acid (2-vinyloxyethoxy)amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -75 °C

1.2: 0.17 h

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

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

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

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

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

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 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; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm2017094