1,8-Diazabicyclo(5.4.0)undec-7-ene → Benzyl 4-(2-methoxy-2-oxoethyl)-3,6-dihydropyridine-1(2H)-carboxylate

Participants

Reaction Steps

2,3,4,6,7,8,9,10-Octahydropyrimido[1,2-a]azepine (2.71 mL, 18.2 mmol) was added to a solution of benzyl 4-(2-methoxy-2-oxoethylidene)piperidine-1-carboxylate (5.25 g, 18.2 mmol) in N,N-dimethylformamide (120 mL). After 3 days, the reaction mixture was diluted with water and extracted with ether (4×). The combined organic extracts were dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography [100% dichloromethane→85% dichloromethane/ethyl acetate)] gave the title compound (2.43 g). MS 290.1 (M+1).

Provenance & Evidence