1-(Cyclopropylmethyl)piperazine → 4-(3-(3-((4-(cyclopropylmethyl)piperazin-1-yl)(imino)methyl)phenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamide

HRID 1797980Notes

Reaction equation

HRID 1797980 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:33])[NH:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([NH:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([S:29](=[O:32])(=[O:31])[NH2:30])=[CH:25][CH:24]=3)(=[O:20])=[O:19])=[CH:14][CH:13]=2)[CH:6]=[CH:7][CH:8]=1)#[N:2].[CH:34]1([CH2:37][N:38]2[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)[CH2:36][CH2:35]1>>[CH:34]1([CH2:37][N:38]2[CH2:43][CH2:42][N:41]([C:1](=[NH:2])[C:3]3[CH:4]=[C:5]([NH:9][C:10](=[O:33])[NH:11][C:12]4[CH:17]=[CH:16][C:15]([S:18]([NH:21][CH2:22][C:23]5[CH:28]=[CH:27][C:26]([S:29](=[O:31])(=[O:32])[NH2:30])=[CH:25][CH:24]=5)(=[O:20])=[O:19])=[CH:14][CH:13]=4)[CH:6]=[CH:7][CH:8]=3)[CH2:40][CH2:39]2)[CH2:36][CH2:35]1

Participants

3

Reactant 2

HCID 9658751-(Cyclopropylmethyl)piperazineHCID 574961804-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamide

Product 1

HCID 574961674-(3-(3-((4-(cyclopropylmethyl)piperazin-1-yl)(imino)methyl)phenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamideYield 57%

Procedure

The title compound was prepared from 4-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamide following procedure C and using 2.2 equivalent of 1-(cyclopropylmethyl)piperazine as secondary amine. The product was purified by preparative HPLC.

Workup

  1. customThe product was purified by preparative HPLC

Sources & evidence

ORD record
ord-b6ca31e5cd6c4845b1352b94edd1316c
Source dataset
uspto-grants-2013_01
Patent number
US08343963B2

Reaction notes

Loading…