4-Bromoaniline → N-[3,4-Difluoro-5-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-(tert-butylcarbonylamino)methyl-benzamide

HRID 1846115Notes

Reaction equation

HRID 1846115 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:19]([CH2:22][NH:23][C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])=[O:25])=[CH:18][C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[C:9]([F:17])[C:10]([F:16])=[C:11]([CH:15]=1)[C:12]([OH:14])=O)=[O:5].[Br:30][C:31]1[CH:37]=[CH:36][C:34]([NH2:35])=[CH:33][CH:32]=1>CN(C=O)C>[F:17][C:9]1[CH:8]=[C:7]([NH:6][C:4](=[O:5])[C:3]2[CH:18]=[C:19]([CH2:22][NH:23][C:24]([C:26]([CH3:29])([CH3:28])[CH3:27])=[O:25])[CH:20]=[CH:21][C:2]=2[Cl:1])[CH:15]=[C:11]([C:12]([NH:35][C:34]2[CH:36]=[CH:37][C:31]([Br:30])=[CH:32][CH:33]=2)=[O:14])[C:10]=1[F:16]

Participants

4

Reactant 2

HCID 78074-BromoanilineHCID 671164295-{2-Chloro-5-[(tert-butylcarbonylamino)-methyl]-benzoylamino}-2,3-difluoro-benzoic acid

Product 1

HCID 52920323N-[3,4-Difluoro-5-(4-bromophenyl)aminocarbonyl-phenyl]-2-chloro-5-(tert-butylcarbonylamino)methyl-benzamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared analogously to example 2f with 5-{2-Chloro-5-[(tert-butylcarbonylamino)-methyl]-benzoylamino}-2,3-difluoro-benzoic acid (0.29 g; 0.68 mmol); 4-bromoaniline (0.117 g; 0.68 mmol); PPA (0.523 mL; 0.89 mmol; 50% solution in DMF) and TEA (0.237 mL; 1.71 mmol).

Sources & evidence

ORD record
ord-ac2a4d3128e3455bbef1e9f9c8382beb
Source dataset
uspto-grants-2015_02
Patent number
US08951999B2

Reaction notes

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