Phenyl chloroformate → HCID 57590875, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-bromonicotinaldehyde (7-1) (930 mg, 5 mmol, 1 eq) in anhydrous THF (10 ml) was cooled to 0° C. and treated with phenylchloroformate (783 mg, 5 mmol, 1eq). The reaction mixture was then stirred at this temperature for 1 h before the addition of benzylzinc bromide (0.5M in THF, 10 ml, 5 mmol, 1eq). The resulting solution was stirred at 0° C. for another 30 min, was then allowed to warm to room temperature and poured into saturated aqueous solution of ammonium chloride. The organic layer was separated and the aqueous layer was extracted three times with ethyl acetate, the combined organic extracts were dried and concentrated to give the title dyhydropyridine 7-2, which was used in the next step without further purification. LRMS m/z: found 398.0, 400.0, calcd. (M+H) 398.0, 400.0

Provenance & Evidence