Acetic Acid → 5-(3-Cyclobutylpropanoyl)-4-(5,6-difluoro-2-methyl-4-oxo-4H-chromen-8-yl)-2,6-dimethyl-1,4-dihydropyridine-3-carbonitrile

Participants

Reaction Steps

A solution of 100 mg (0.45 mmol) of 5,6-difluoro-2-methyl-4-oxo-4H-chromene-8-carbaldehyde in 5 ml of 2-propanol is mixed with 46.9 mg (0.45 mmol) of sodium 1-cyanoprop-1-en-2-olate, 74.61 mg (0.45 mmol) of 5-amino-1-cyclobutylhex-4-en-3-one (example 15, stage a) and 0.04 ml (0.67 mmol) of acetic acid and stirred under reflux for 3 h. After cooling, the mixture is concentrated. The residue is purified on an Analogix cartridge (F12M) (mobile phase: cyclohexane/ethyl acetate 2:1). 71.2 mg (36.4% of theory) of the title compound are obtained as yellow crystals.

Provenance & Evidence