Cesium carbonate → HCID 89500559, compound

Participants

Reaction Conditions

Reaction Steps

3-cyanophenol (284 mg, 2.38 mmol, 1.2 eq) is added to a mixture of tert-butyl 3-[(methylsulfonyl)oxy]azetidine-1-carboxylate (500 mg, 1.99 mmol, 1 eq) and Cs2CO3 (2.27 g, 6.96 mmol, 3.5 eq) in DMF (20 ml). The reaction is heated overnight at 80° C., then cooled to room temperature. Brine (100 ml) is added and the mixture is extracted twice with diethyl ether. The combined organic phases are washed with brine, dried over MgSO4 and evaporated under reduced pressure. The residue is purified by basic reverse phase chromatography (gradient: acetonitrile/H2O/NH4OH from 50/50/0.1 to 80/20/0.1) to afford 262.4 mg of tert-butyl 3-(3-cyanophenoxy)azetidine-1-carboxylate a1-43.

Provenance & Evidence