[O:1]1[CH2:6][CH2:5][CH:4]([CH2:7][CH:8]2[CH2:13][NH:12][CH2:11][CH2:10][NH:9]2)[CH2:3][CH2:2]1.C(N(CC)CC)C.[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[S:26]([Cl:29])(=[O:28])=[O:27].Cl>O.C(Cl)Cl.CCOCC>[ClH:29].[O:1]1[CH2:2][CH2:3][CH:4]([CH2:7][CH:8]2[NH:9][CH2:10][CH2:11][N:12]([S:26]([C:22]3[S:21][CH:25]=[CH:24][CH:23]=3)(=[O:28])=[O:27])[CH2:13]2)[CH2:5][CH2:6]1A 100 mL round-bottomed flask was charged with 2-((tetrahydro-2H-pyran-4-yl)methyl)piperazine (0.950 g, 5.16 mmol), 20 mL of CH2Cl2, triethylamine (0.790 mL, 5.67 mmol), and 2-thiophenesulfonyl chloride (0.942 mL, 5.16 mmol, Sigma-Aldrich, St. Louis, Mo.). After 15 min at room temperature, the mixture was diluted with water (50 mL) and CH2Cl2 (50 mL), the organics were separated, dried (MgSO4) and concentrated to give a dark oil. To this oil was added 50 mL of ether and 10 mL of 1N HCl in ether. The resulting white precipitate was collected by filtration to give 3-(tetrahydro-2H-pyran-4-ylmethyl)-1-(2-thiophenylsulfonyl)piperazine hydrochloride (1.45 g) as an orange solid.
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