Sodium Carbonate → HCID 70488443, compound

Participants

Reaction Steps

40% Aqueous hydrofluoric acid (0.5 cm3) was added at room temperature to a stirred solution of trans-2-{2-[1-(6,7-dimethoxyquinazolin-4-yl)-3-t-butyldimethylsilyloxypiperid-4-yl]prop-1-yl}isothiazolidine-1,1-dioxide (diastereomer A; 0.64 g) in acetonitrile (7.0 cm3). After stirring for 16 hours aqueous saturated sodium carbonate solution (5 cm3) was added and the residue was partitioned between water (10 cm3) and chloroform (60 cm3). The dried (MgSO4) organic layer was evaporated and the residue was chromatographed on silica ("Merck" 60.9385) eluting with chloroform to afford a foam which crystallised from ethyl acetate to give trans-2-{2-(1-[6,7-dimethoxy quinazolin-4-yl]-3-hydroxypiperid-4-yl)prop-1-yl}isothiazolidine-1,1-dioxide as microcrystals (diastereomer A) m.p. 173°-174° (0.394 g).

Provenance & Evidence