Dichloromethane → HCID 22482370, compound

Participants

Reaction Steps

A stirred suspension of 6-ethyl-8-fluoro-5-[(4-methoxyphenyl)sulfonyl]-2-pyridin-3-yl-5,6-dihydrophenanthridine (0.24 g, 0.51 mmol) and cyclohexene (11.4 mL), 9.22 mmol) was treated at room temperature under nitrogen with a solution of 1.0 boron tribromide in dichloromethane (3.1 mL, 3.1 mmol). After stirring for 20 hours at room temperature, the reaction was quenched with a saturated, aqueous sodium bicarbonate solution (100 mL), and extracted with dichloromethane (6×20 mL). The combined organic phase was dried over anhydrous sodium sulfate, filtered, and the solvent concentrated in vacuo. The crude residue was triturated with hexane, filtered, and recrystallized from dichloromethane-methanol to afford the title compound as a homogeneous, white, crystalline solid (0.17 g, 73%), m.p. 195-200° C.;

Provenance & Evidence