Trifluoroacetic acid → 2-Piperidin-4-yl-2,3-dihydro-isoindol-1-one trifluoroacetate
Reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]2=[O:23])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27]>ClCCl>[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[NH:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]2=[O:23])[CH2:10][CH2:9]1Participants
4
Procedure
To a solution of 4-(1-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.50 g, 1.58 mmol) in dichloromethane (15 mL) was added trifluoro-acetic acid (3.0 mL) and the reaction mixture stirred at ambient temperature during 4 h. The solvent was removed under reduced pressure and the crude product (0.710 g) used in the consecutive step without further purification assuming quantitative deprotection and formation of the trifluoroacetate salt. MS (ISP): 217.4 [M+H]+.