1-(Tetrahydro-2-furylmethyl)piperazine → 4-(3-(3-(imino(4-((tetrahydrofuran-2-yl)methyl)piperazin-1-yl)methyl)phenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamide

HRID 1797982Notes

Reaction equation

HRID 1797982 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].[O:34]1[CH2:38][CH2:37][CH2:36][CH:35]1[CH2:39][N:40]1[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]1>>[NH:2]=[C:1]([N:43]1[CH2:42][CH2:41][N:40]([CH2:39][CH:35]2[CH2:36][CH2:37][CH2:38][O:34]2)[CH2:45][CH2:44]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

Participants

3

Reactant 2

HCID 27372651-(Tetrahydro-2-furylmethyl)piperazineHCID 574961804-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamide

Product 1

HCID 574961694-(3-(3-(imino(4-((tetrahydrofuran-2-yl)methyl)piperazin-1-yl)methyl)phenyl)ureido)-N-(4-sulfamoylbenzyl)benzenesulfonamideYield 48%

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-(tetrahydro-2-furylmethyl)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-ea5d7e2a91a8407c8ccce686a646fee9
Source dataset
uspto-grants-2013_01
Patent number
US08343963B2

Reaction notes

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