Dimethylformamide dimethyl acetate → HCID 131734398, compound

Participants

Reaction Conditions

Reaction Steps

Tert-butyl (1-(4-(7,7-dimethyl-5-oxo-3-phenyl-5,6,7,8-tetrahydroquinolin-2-yl)phenyl)cyclobutyl)carbamate (1 g, 2 mmol) was dissolved in 10 ml of anhydrous N,N-dimethylfomamide dimethylformamide dimethyl acetate. The resulting mixture was heated to 100° C. under a nitrogen atmosphere for 48 hours. TLC and LC-MS analysis showed complete consumption of the starting material. The reaction mixture was concentrated to dryness under reduced pressure. The crude residue was slurried in n-hexane (10 ml) for 1 hour. The suspension was filtered and the solid was dried until constant weigh to give the desired product as a bright yellow solid (420 mg, 76% yield). LCMS (Method A): RT=8.51 min, M+H+=552; RT=8.81 min, M+H+=525 (tert-butyl(1-(4-(6-(hydroxymethylene)-7,7-dimethyl-5-oxo-3-phenyl-5,6,7,8-tetrahydroquinolin-2-yl)cyclobutyl)carbamate.

Provenance & Evidence