1,4-Dioxane → (R)-2-(6-Chloro-5-((4,4-difluorocyclohexyl)methylcarbamoyl)-1-oxoisoquinolin-2(1H)-yl)propyl acetate

Participants

Reaction Conditions

Reaction Steps

A 5 mL process vial was charged with (R)-2-(6-chloro-5-iodo-1-oxoisoquinolin-2(1H)-yl)propyl acetate (18a) (400 mg, 0.0009 mol), (4,4-difluorocyclohexyl)methanamine hydrochloride (150 mg, 0.00081 mol), molybdenum hexacarbonyl (500 mg, 0.002 mol), palladium acetate (15 mg, 0.000067 mol), 1,8-diazabicyclo[5.4.0]undec-7-ene (500 mg, 0.003 mol) and 1,4-dioxane (4 mL, 0.04 mol). The vessel was sealed under air and stirred at 110° C. for 1 hour and cooled to room temperature. The mixture was concentrated and purified by flash chromatography to afford the desired product as a yellow oil. (143 mg, 37%).

Provenance & Evidence