7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide

Base Information

Chemical Name:7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide
CAS No.:1215385-55-9
Molecular Formula:C₂₃H₂₉N₃O₅S
Molecular Weight:459.566
Hs Code.:

Synonyms:7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide

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Chemical Property of 7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide

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Technology Process of 7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide

There total 9 articles about 7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-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: 59.0%

: 1215385-59-3
methyl 2-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylcarbamoyl)-1-methyl-1H-indole-7-carboxylate

: 1215385-55-9
7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide

Guidance literature:: methyl 2-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenylcarbamoyl)-1-methyl-1H-indole-7-carboxylate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran;

Reference yield:

: 50709-33-6
2-bromophenylhydrazine hydrochloride

: 1215385-55-9
7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydroxide / toluene / 1 h

2.1: toluene-4-sulfonic acid / toluene / 16 h / Reflux; Water separator

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C

3.2: 12 h / 20 °C

4.1: sodium hydroxide; methanol / 3 h / 20 °C

4.2: pH 2

5.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate; tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere

5.2: 2.5 h / 20 °C

6.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 15 h / 80 °C / 1500.15 Torr

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

With methanol; lithium aluminium tetrahydride; sodium hydride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; toluene-4-sulfonic acid; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;

Reference yield:

: 695179-07-8
N-(3-amino-5-tert-butyl-2-methoxy-phenyl)-methanesulphonamide hydrochloride

: 1215385-55-9
7-hydroxymethyl-1-methyl-1H-indole-2-carboxylic acid-(5-tert-butyl-3-methanesulphonylamino-2-methoxy-phenyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethyl acetate; water / pH 11

2.1: triethylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / ethyl acetate; tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere

2.2: 2.5 h / 20 °C

3.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 15 h / 80 °C / 1500.15 Torr

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; sodium hydroxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide;