(R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

Base Information

Chemical Name:(R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide
CAS No.:1088714-08-2
Molecular Formula:C₁₉H₂₁BrFN₃O₅
Molecular Weight:470.295
Hs Code.:

Synonyms:(R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

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Technology Process of (R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

There total 7 articles about (R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide 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: 37.0%

: (R)-(2,2-dimethyl-1,3-dioxolan-4-yl)methoxyamine

: 1088714-07-1
2-(4-bromo-2-fluorophenylamino)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid

: 1088714-08-2
(R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

Guidance literature:: (R)-(2,2-dimethyl-1,3-dioxolan-4-yl)methoxyamine; 2-(4-bromo-2-fluorophenylamino)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 18h;

With toluene-4-sulfonic acid; In methanol; for 18h;

With triethylamine; In methanol; pH=7;

Reference yield:

: 1088714-06-0
ethyl 2-(4-bromo-2-fluorophenylamino)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxylate

: 1088714-08-2
(R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: water; sodium hydroxide / tetrahydrofuran; methanol

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide

With water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.02.026

Reference yield:

: 1088714-34-4
ethyl 3-((4-bromo-2-fluorophenyl)amino)-3-iminopropanoate hydrochloride

: 1088714-08-2
(R)-2-(4-bromo-2-fluorophenylamino)-N-(2,3-dihydroxypropoxy)-1-methyl-7-oxo-4,5,6,7-tetrahydro-1H-indole-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran / Reflux

1.2: Reflux

2.1: caesium carbonate / N,N-dimethyl-formamide

3.1: water; sodium hydroxide / tetrahydrofuran; methanol

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide

With water; sodium hydrogencarbonate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2012.02.026