Diisopropylethylamine → methyl 4-(imino(3-(3-(4-(N-(4-sulfamoylphenyl)sulfamoyl)phenyl)ureido)phenyl)methyl)piperazine-1-carboxylate

HRID 1797943Notes

Reaction equation

HRID 1797943 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].[N:33]1([C:39]([O:41][CH3:42])=[O:40])[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1.CCN(C(C)C)C(C)C>>[NH:2]=[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([NH:9][C:10]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([S:18](=[O:20])(=[O:19])[NH:21][C:22]3[CH:27]=[CH:26][C:25]([S:28](=[O:30])(=[O:31])[NH2:29])=[CH:24][CH:23]=3)=[CH:14][CH:13]=2)=[O:32])[CH:4]=1)[N:36]1[CH2:37][CH2:38][N:33]([C:39]([O:41][CH3:42])=[O:40])[CH2:34][CH2:35]1

Participants

4

Reactant 3

HCID 81531DiisopropylethylamineHCID 142729Methyl piperazine-1-carboxylateHCID 574961784-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamide

Product 1

HCID 57496140methyl 4-(imino(3-(3-(4-(N-(4-sulfamoylphenyl)sulfamoyl)phenyl)ureido)phenyl)methyl)piperazine-1-carboxylateYield 5.3%

Procedure

The title compound was prepared from 4-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamide following procedure C and using 1 equivalent of methyl piperazine-1-carboxylate 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-1248aa808c254e1b9b050c5a86524b06
Source dataset
uspto-grants-2013_01
Patent number
US08343963B2

Reaction notes

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