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

HRID 1500850Notes

Reaction equation

HRID 1500850 reaction equation
[CH:1]1([S:4]([C:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[NH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.C(S(C1C2C(=CC=CC=2)NC=1)(=O)=O)C.[Cl:30][C:31]1[CH:48]=[CH:47][C:34]2[N:35]([CH2:40][CH2:41][CH2:42][S:43]([CH3:46])(=[O:45])=[O:44])[C:36]([CH2:38]Cl)=[N:37][C:33]=2[CH:32]=1>>[Cl:30][C:31]1[CH:48]=[CH:47][C:34]2[N:35]([CH2:40][CH2:41][CH2:42][S:43]([CH3:46])(=[O:44])=[O:45])[C:36]([CH2:38][N:9]3[C:10]4[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=4)[C:7]([S:4]([CH:1]4[CH2:3][CH2:2]4)(=[O:6])=[O:5])=[CH:8]3)=[N:37][C:33]=2[CH:32]=1

Participants

4

Reactant 3

HCID 618081805-Chloro-2-(chloromethyl)-1-[3-(methylsulfonyl)propyl]-1H-benzimidazole2×HCID 899244703-(Ethylsulfonyl)-1h-indoleHCID 1181143213-(cyclopropylsulfonyl)-1H-indole

Product 1

HCID 729501425-Chloro-2-{[3-(cyclopropylsulfonyl)-1H-indol-1-yl]methyl}-1-[3-(methylsulfonyl)propyl]-1H-benzimidazole

Procedure

The title compound was prepared in analogy to Example 1-2 by using 3-(cyclopropylsulfonyl)-1H-indole (prepared in an analogy to 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.

Sources & evidence

ORD record
ord-69e07c640a10481ca2894cca971d14db
Source dataset
uspto-grants-2015_12
Patent number
US09206191B2

Reaction notes

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