5-Chloro-2-(chloromethyl)-1-[3-(methylsulfonyl)propyl]-1H-benzimidazole → 5-chloro-2-{[3-(ethylsulfonyl)-1H-indol-1-yl]methyl}-1-[3-(methylsulfonyl)propyl]-1H-benzimidazole

HRID 1500848Notes

Reaction equation

HRID 1500848 reaction equation
[CH2:1]([S:3]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][CH:7]=1)(=[O:5])=[O:4])[CH3:2].[Cl:15][C:16]1[CH:33]=[CH:32][C:19]2[N:20]([CH2:25][CH2:26][CH2:27][S:28]([CH3:31])(=[O:30])=[O:29])[C:21]([CH2:23]Cl)=[N:22][C:18]=2[CH:17]=1>>[Cl:15][C:16]1[CH:33]=[CH:32][C:19]2[N:20]([CH2:25][CH2:26][CH2:27][S:28]([CH3:31])(=[O:29])=[O:30])[C:21]([CH2:23][N:8]3[C:9]4[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=4)[C:6]([S:3]([CH2:1][CH3:2])(=[O:4])=[O:5])=[CH:7]3)=[N:22][C:18]=2[CH:17]=1

Participants

3

Reactant 2

HCID 618081805-Chloro-2-(chloromethyl)-1-[3-(methylsulfonyl)propyl]-1H-benzimidazole2×HCID 899244703-(Ethylsulfonyl)-1h-indole

Product 1

HCID 729499755-chloro-2-{[3-(ethylsulfonyl)-1H-indol-1-yl]methyl}-1-[3-(methylsulfonyl)propyl]-1H-benzimidazole

Procedure

Example 1-5 was prepared in analogy to Example 1-2 by using 3-ethanesulfonyl-1H-indole and 5-chloro-2-(chloromethyl)-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazole instead of 3-(methylsulfonyl)-1H-indole and 5-chloro-2-(chloromethyl)-1-(3-(methylsulfonyl)propyl)-1H-benzo[d]imidazole.

Workup

  1. customExample 1-5 was prepared in analogy to Example 1-2

Sources & evidence

ORD record
ord-f938059c7ecc4d7490cc2cb5afe3ec1f
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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