Dicyclohexylcarbodiimide → N-(2-benzoyl-4-chloro-phenyl)-2-(3,5-bis-trifluoromethyl-phenyl)-isobutyramide

HRID 1358600Notes

Reaction equation

[NH2:1][C:2]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[F:17][C:18]([F:36])([F:35])[C:19]1[CH:20]=[C:21]([C:29]([CH3:34])([CH3:33])[C:30](O)=[O:31])[CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1.C1(N=C=NC2CCCCC2)CCCCC1>ClCCCl>[C:4]([C:3]1[CH:12]=[C:13]([Cl:16])[CH:14]=[CH:15][C:2]=1[NH:1][C:30](=[O:31])[C:29]([C:21]1[CH:20]=[C:19]([C:18]([F:17])([F:35])[F:36])[CH:24]=[C:23]([C:25]([F:26])([F:27])[F:28])[CH:22]=1)([CH3:34])[CH3:33])(=[O:5])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of 233 mg (1 mmol) of 2-amino-5-chlorobenzophenone in 2 ml of 1,2-dichloroethane were added 360 mg (1.2 mmol) of 2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionic acid and the reaction mixture was shaken at 80° C. for 1 h. Dicyclohexyl carbodiimide (194 mg, 1.2 mmol) was added and shaking was continued overnight at the same temperature. The solvent was evaporated and the residue obtained was purified by column chromatography on silica gel to yield 298 mg (58%) of the title compound as yellow oil.

Workup

stirringshaking
waitwas continued overnight at the same temperature
customThe solvent was evaporated
customthe residue obtained
customwas purified by column chromatography on silica gel

Sources & evidence

ORD record: ord-3caf9c91215f4783b9dfc371fef00d98
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06596773B2

Reaction notes

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