L-Tartaric acid → N-(2-Hydroxy-2-methylpropyl)-N-[(2,4-dichloro-1,3-thiazol-5-yl)methyl]piperidin-4-amine tartrate

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Reaction Steps

Add L-tartaric acid (0.1504 g, 1.00 mmol) to a stirred solution of methanol (12 mL), and N-(2-hydroxy-2-methylpropyl)-N-[(2,4-dichloro-1,3-thiazol-5-yl)methyl]piperidin-4-amine (0.3386 g, 1.00 mmol). Stir the reaction for 2 hours at room temperature. Concentrate on a rotary evaporator to yield 0.4775 g (97%) of the title product: mass spectrum (ion spray): m/z=338.1 (M+1); LC/MS (90/5/5 to 0/95/5 water/acetonitrile/5% formic acid in water) XTerra MS C18 2.1 mm×50 mm×3.5 micron: Rt 1.64 minutes, Purity: >99%; 1H NMR (CD3OD): δ=4.44 (s, 2H), 4.04 (s, 2H), 3.49-3.46 (m, 2H), 2.99-2.86 (m, 3H), 2.55 (s, 2H), 2.05-2.02 (m, 2H), 1.80-1.71 (m, 2H), 1.24 (s, 6H).

Provenance & Evidence