Tetrahydrofuran → HCID 67256387, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of tert-butyl(1-(4-(6-(bis(methylthio)methylene)-5-oxo-3-phenyl-5,6,7,8-tetrahydroquinolin-2-yl)phenyl)cyclobutyl)carbamate (140 mg, 0.24 mmol) in anhydrous tetrahydrofuran (2.8 mL) was added a solution of sodium hydroxide (96 mg, 2.4 mmol) in methanol (2.2 mL). The reaction mixture was heated to 50° C. under a nitrogen atmosphere for 2 hours. After allowing to cool to room temperature the mixture was diluted with 1M HCl solution (3 mL) and extracted into ethyl acetate (3×6 mL). The combined organic phases were washed with brine (3×6 mL), dried over Na2SO4, filtered and concentrated to dryness under reduced pressure to give the desired product as a brown solid (126 mg, quantitative yield). LCMS (Method A) RT=7.56 min, M+H+=527.14.

Provenance & Evidence