Trifluoroacetic acid methylene chloride → N-[2-(Piperidin-4-yl)phenyl]methanesulfonamide Trifluoroacetate
Reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].ClCCl>>[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].[NH:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH2:10][CH2:9]1Participants
3
Procedure
N-[2-(1-t-Butoxycarbonylpiperidin-4-yl)phenyl]methanesulfonamide (488 mg) was dissolved in trifluoroacetic acid-dichloromethane (10%, 50 mL) and stirred at room temperature for 2 h. The solvent was evaporated under reduced pressure to give the title compound as a colourless gum (501 mg), δH (CDCl3) 1.97 (4H, br m), 3.03 (3H, s), 3.16 (2H, m), 3.48 (1H, m), 3.68 (2H, m), 7.25-7.43 (4H, m), 8.01 (1H, br s).
Workup
- customThe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-ad4a4c82af024af78fb36c77634510c8
- Source dataset
- uspto-grants-1999_03
- Patent number
- US05885999
Reaction notes
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