Pyridine → HCID 18008541, compound

Participants

Reaction Steps

0.7 g of A1 are dissolved in 7 ml of dichloromethane and mixed with 0.9 ml of pyridine. 1.05 g of p-toluenesulfochloride are added whilst cooling with ice, and the reaction mixture is stirred for 2 hours. The mixture is diluted with 50 ml of dichloromethane, washed with water (1×), dried over MgSO4 and concentrated by evaporation on a rotary evaporator. From the residue, the title compound A5 is obtained as a white solid by flash chromatography (SiO2 60F/dichloromethane/methanol 20:1) and subsequent recrystallisation from toluene (0.53 g, 35% of theory). Melting point: 110-111° C. 1H-NMR (400 Hz, DMSOd6) δ: 0.92 (2H); 1.14 (2H); 1.90 (4H); 2.40 (3H); 3.70 (1H); 4.22 (1H); 5.72 (1H); 7.40 (2H); 7.50 (1H); 7.70 (2H).

Provenance & Evidence