Sodium hydride → HCID 20434945, compound

Participants

Reaction Steps

Sodium hydride (0.20 g. of a 50% dispersion in oil) was added to a stirred solution of 2H-1,2,6-thiadiazine-1,1-dioxide (0.56 g) in dimethylformamide (4 cm3). After 0.5 hours 1-(6,7-dimethoxyquinazolin-4-yl)-4-iodomethylpiperidine (0.70 g) was added and the mixture was warmed at 70° for 10 hours. The solvent was removed in vacuo, water was added and the mixture was extracted with chloroform (4×20 cm3). The dried (MgSO4) extracts were evaporated and the residue was chromatographed on silica (MK 60.9385) eluting with methanol:ethyl acetate, 1:19, to give a foam. Crystallisation from ethyl acetate afforded 1-(6,7-dimethoxyquinazolin-4-yl)-4-(1,1-dioxo-1,2,6-thiadiazin-2-yl)methyl piperidine as white microcrystals, m.p. 173°-174°, (0.27 g).

Provenance & Evidence