1-Methylpiperazine → 4-(3-(3-(imino(4-methylpiperazin-1-yl)methyl)phenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamide

HRID 1797945Notes

Reaction equation

HRID 1797945 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:32])[NH:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([S:28](=[O:31])(=[O:30])[NH2:29])=[CH:24][CH:23]=3)(=[O:20])=[O:19])=[CH:14][CH:13]=2)[CH:6]=[CH:7][CH:8]=1)#[N:2].[CH3:33][N:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1.CCN(C(C)C)C(C)C>>[NH:2]=[C:1]([N:37]1[CH2:38][CH2:39][N:34]([CH3:33])[CH2:35][CH2:36]1)[C:3]1[CH:4]=[C:5]([NH:9][C:10](=[O:32])[NH:11][C:12]2[CH:17]=[CH:16][C:15]([S:18]([NH:21][C:22]3[CH:27]=[CH:26][C:25]([S:28](=[O:30])(=[O:31])[NH2:29])=[CH:24][CH:23]=3)(=[O:20])=[O:19])=[CH:14][CH:13]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 531671-MethylpiperazineHCID 81531DiisopropylethylamineHCID 574961784-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamide

Product 1

HCID 574961414-(3-(3-(imino(4-methylpiperazin-1-yl)methyl)phenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamideYield 33.8%

Procedure

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

Workup

  1. customThe product was purified by preparative HPLC

Sources & evidence

ORD record
ord-69ce379188054608a4393427423d20d9
Source dataset
uspto-grants-2013_01
Patent number
US08343963B2

Reaction notes

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