Pyridine → HCID 86611312, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of propargylamine (0.78 ml, 12.0 mmol) and pyridine (3.0 ml) in CH2Cl2 (30 ml), 4-dimethylaminopyridine (122 mg, 1.0 mmol) and a solution of m-chlorobenzenesulfonyl chloride (2.11 g, 10.0 mmol) in CH2Cl2 are added at 4° C. The reaction mixture is stirred for 30 min at 4° C. and for 12 h at room temperature. The reaction mixture is extracted with CH2Cl2 and aqueous 1 N HCl solution, the organic layer dried over MgSO4, the solvents evaporated and the solid residue suspended in a mixture of hexane/ethyl acetate (1:8), filtered and dried under reduced pressure to yield the title compound as beige solid. 1H-NMR (300 MHz, CDCl3): 7.95-7.9; 7.9-7.75; 7.65-45 (3m, 4H); 4.85 (br.s, 1H); 3.95-3.9 (m, 2H); 2.14 (t, J=2.5 Hz, 1H).

Provenance & Evidence