Triethylamine → HCID 59367789, compound

Reaction equation

[CH3:1][S:2](Cl)(=[O:4])=[O:3].[F:6][C:7]([F:26])([F:25])[C:8]1[CH:9]=[C:10]([S:14]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH:18]2[CH2:23][OH:24])(=[O:16])=[O:15])[CH:11]=[CH:12][CH:13]=1.C(N(CC)CC)C>C(Cl)Cl>[CH3:1][S:2]([O:24][CH2:23][CH:18]1[CH2:19][CH2:20][CH2:21][CH2:22][N:17]1[S:14]([C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([C:7]([F:6])([F:25])[F:26])[CH:9]=1)(=[O:15])=[O:16])(=[O:4])=[O:3]

Participants

Procedure

Methanesulfonyl chloride (1 eq), dissolved in methylene chloride (2 ml/mmol) was added dropwise to a cooled solution (0° C.) of (1-(3-(trifluoromethyl)phenyl-sulfonyl)piperidin-2-yl)methanol (1.1 eq) in methylene chloride (4 ml/mmol) and triethylamine (2.5 eq). When the addition was complete, the cooling bath was removed and the reaction mixture was stirred at room temperature until, according to thin layer chromatography control, the reaction was complete. Hydrogen chloride solution (0.5 mol/l, 2 ml/mmol) was added, the mixture was stirred for 15 min, the phases were separated and the organic phase was washed with water, dried over sodium sulfate and concentrated in vacuo. Yield: 43%