Ammonia → HCID 66698092, compound

Participants

Reaction Steps

To a solution of the above carbamate (940 mg, 2.36 mmol) in CH2Cl2 (10 mL) was added TFA (5 mL). The reaction mixture was stirred for 1 hr. After being diluted with CH2Cl2 (10 mL) and H2O (10 mL), the mixture was made alkaline with aqueous NH3. The organic layer was separated and the aqueous layer was further extracted with CH2Cl2 (2×15 mL). The combined organic fractions were washed with H2O (2×20 mL) and dried (Na2SO4). Evaporation of the solvent gave chloro-N-[3-(dimethylamino)propyl]-N-(4-piperidinyl)methanesulfonamide (571 mg, 81%): 1H NMR (CDCl3) δ 4.46 (s, 2H), 3.76-3.68 (m, 1H), 3.35-3.31 (m, 2H), 3.16-3.14 (m, 2H), 2.70-2.63 (m, 2H), 2.28 (t, J=6.9 Hz, 2H), 2.22 (s, 6H), 1.88-1.68 (m, 7H).

Provenance & Evidence