(2-{[4-(2-([(tert-butyl)amino]sulfonyl}phenyl)phenyl]carbonylamino}-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide → N-(5-chloro(2-pyridyl))(5-chloro-2-([4-(2-sulfamoylphenyl)-phenyl]carbonylamino}phenyl)-carboxamide

HRID 514725Notes

Reaction equation

HRID 514725 reaction equation
C([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([C:21]([NH:23][C:24]2[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][C:25]=2[C:31]([NH:33][C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][N:35]=2)=[O:32])=[O:22])=[CH:17][CH:16]=1)(=[O:8])=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[Cl:40][C:37]1[CH:38]=[CH:39][C:34]([NH:33][C:31]([C:25]2[CH:26]=[C:27]([Cl:30])[CH:28]=[CH:29][C:24]=2[NH:23][C:21]([C:18]2[CH:19]=[CH:20][C:15]([C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[S:6](=[O:8])(=[O:7])[NH2:5])=[CH:16][CH:17]=2)=[O:22])=[O:32])=[N:35][CH:36]=1

Participants

3

Reactant 1

HCID 131723193(2-{[4-(2-([(tert-butyl)amino]sulfonyl}phenyl)phenyl]carbonylamino}-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide

Product 1

HCID 22596297N-(5-chloro(2-pyridyl))(5-chloro-2-([4-(2-sulfamoylphenyl)-phenyl]carbonylamino}phenyl)-carboxamideYield 25%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The mixture of the compound of (2-{[4-(2-{[(tert-butyl)amino]sulfonyl}phenyl)phenyl]carbonylamino}-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide example 12 (0.5 mmol) in trifluoroacetic acid (5 ml) was stirred at r.t. for 5 hrs. After the evaporation of solvent, the crude residue was purified by RP-HPLC to give N-(5-chloro(2-pyridyl))(5-chloro-2-{[4-(2-sulfamoylphenyl)-phenyl]carbonylamino}phenyl)-carboxamide as a white powder (68 mg, 25%). MS found for C25H18Cl2N4O4S M+=541, (M+2)+=543.

Workup

  1. customAfter the evaporation of solvent
  2. customthe crude residue was purified by RP-HPLC

Sources & evidence

ORD record
ord-4863312abd64414485b0d6ae6ae7e3d7
Source dataset
uspto-grants-2015_08
Patent number
US09108922B2

Reaction notes

Loading…