Morpholine → 4-(3-(3-(imino(morpholino)methyl)phenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamide

HRID 1797944Notes

Reaction equation

HRID 1797944 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].[NH:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]1.CCN(C(C)C)C(C)C>>[NH:2]=[C:1]([N:33]1[CH2:38][CH2:37][O:36][CH2:35][CH2:34]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 8083MorpholineHCID 81531DiisopropylethylamineHCID 574961784-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamide

Product 1

HCID 574961794-(3-(3-(imino(morpholino)methyl)phenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamideYield 31.6%

Procedure

The title compound was prepared from 4-(3-(3-cyanophenyl)ureido)-N-(4-sulfamoylphenyl)benzenesulfonamide following procedure C and using 1 equivalent of morpholine as secondary amine and 0.5 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-8569386324fa46da8bf28e84b69253b6
Source dataset
uspto-grants-2013_01
Patent number
US08343963B2

Reaction notes

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