Dichloromethane methanol ammonium hydroxide → HCID 66850456, compound

HRID 873689Notes

Reaction equation

HRID 873689 reaction equation
Br[C:2]1[C:10]2[C:5](=[CH:6][C:7]([C:11]([C:13]3[CH:14]=[CH:15][C:16]([CH3:30])=[C:17]([S:19]([NH:22][Si](C(C)(C)C)(C)C)(=[O:21])=[O:20])[CH:18]=3)=[O:12])=[CH:8][CH:9]=2)[N:4]([Si](C(C)(C)C)(C)C)[CH:3]=1.C(Cl)Cl.CO.[OH-].[NH4+:44]>>[CH3:30][C:16]1[CH:15]=[CH:14][C:13]([C:11]([C:7]2[CH:6]=[C:5]3[C:10]([C:2]([C:5]4[CH:10]=[CH:9][N:44]=[C:7]([CH3:8])[CH:6]=4)=[CH:3][NH:4]3)=[CH:9][CH:8]=2)=[O:12])=[CH:18][C:17]=1[S:19]([NH2:22])(=[O:21])=[O:20]

Participants

3

Reactant 2

HCID 21896990Dichloromethane methanol ammonium hydroxideHCID 66850758HCID 66850758, compound

Product 1

HCID 66850456HCID 66850456, compound

Procedure

2-Methyl-5-[3-(2-methyl-pyridin-4-yl)-1H-indole-6-carbonyl]-benzenesulfonamide is prepared from 0.25 g of 5-[3-bromo-1-(tert-butyl-dimethyl-silyl)-1H-indole-6-carbonyl]-N-(tert-butyl-dimethyl-silyl)-2-methyl-benzenesulfonamide according to the procedure described in Example 6 (microwave irradiation at 150° C. for 5 min). MS (m/z): 404 (M−1); Rf 0.19 (90:10:1 methylene chloride/methanol/ammonium hydroxide).

Workup

  1. customdescribed in Example 6 (microwave irradiation at 150° C. for 5 min)

Sources & evidence

ORD record
ord-c59f61bd31624837948c8a72f3359d31
Source dataset
uspto-grants-2015_03
Patent number
US08975439B2

Reaction notes

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