2-Chlorobenzenesulfonamide → 4-[2-Chloro-5-[2-(N',N'-dimethylureido)ethyl]-1-methylindol-3-ylmethyl]-3-methoxy-N-(2-chlorophenylsulfonyl)benzamide

HRID 2248789

Reaction equation

HRID 2248789 reaction equation
[Cl:1][C:2]1[N:3]([CH3:31])[C:4]2[C:9]([C:10]=1[CH2:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([OH:18])=O)=[CH:14][C:13]=1[O:21][CH3:22])=[CH:8][C:7]([CH2:23][CH2:24][NH:25][C:26]([N:28]([CH3:30])[CH3:29])=[O:27])=[CH:6][CH:5]=2.[Cl:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[S:39]([NH2:42])(=[O:41])=[O:40]>>[Cl:1][C:2]1[N:3]([CH3:31])[C:4]2[C:9]([C:10]=1[CH2:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([NH:42][S:39]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][C:33]=3[Cl:32])(=[O:41])=[O:40])=[O:18])=[CH:14][C:13]=1[O:21][CH3:22])=[CH:8][C:7]([CH2:23][CH2:24][NH:25][C:26]([N:28]([CH3:29])[CH3:30])=[O:27])=[CH:6][CH:5]=2

Participants

3

Reactant 2

HCID 814102-ChlorobenzenesulfonamideHCID 572437384-[2-chloro-5-[2-(N',N'-dimethylureido)ethyl]-1-methylindol-3-ylmethyl]-3-methoxybenzoic acid

Product 1

HCID 571746814-[2-Chloro-5-[2-(N',N'-dimethylureido)ethyl]-1-methylindol-3-ylmethyl]-3-methoxy-N-(2-chlorophenylsulfonyl)benzamide

Procedure

Using a similar procedure to that described in Example 2, part c, except starting from 4-[2-chloro-5-[2-(N',N'-dimethylureido)ethyl]-1-methylindol-3-ylmethyl]-3-methoxybenzoic acid, and using 2-chlorophenylsulfonamide instead of 2-methylphenylsulfonamide, the title compound was obtained (94%) as a white solid: mp 204°-206° C.

Sources & evidence

ORD record
ord-8b4b8fb9e324471cbdc1b600d7001bad
Source dataset
uspto-grants-1991_08
Patent number
US05041460

Linked notes

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