Water → HCID 13851371, compound

Participants

Reaction Steps

To a solution of 1.2 g (±)-[4aR*,10bS*]-7-bromo-1,3,4,4a,5,10b-hexahydro-9-methoxy-2-methyl-2H-[1]benzopyrano[4,3-c]pyridine in 25 ml dry THF is added 2.14 ml n-butyllithium (1.98M in hexane). After 30 minutes 0.36 ml CH3I is added and the reaction is warmed to 25° and stirred 1 hour. Water (50 ml) and ethyl acetate (100 ml) is added. The organic phase is washed with brine, dried over Na2SO4, filtered, concentrated under reduced pressure, and flash chromatrographed with CH2Cl2 /ammonia saturated methanol (20:1) to afford the title compound; m.p. HCl salt 263° dec.

Provenance & Evidence