Methanol → HCID 67877130, compound

Participants

Reaction Steps

A solution of BBr3 (0.5 mmol) in dichloromethane (0.5 ml) was added dropwise at -70° C. to a solution of (S)-2-(1-azabicyclo[2.2.2]oct-3-yl)-1,2-dihydro-8-methoxy-5-methyl-1-oxopyrido[4,3-b]indole (0.11 g, 0.33 mmol)in dichloromethane (1 ml), from Example 3. The reaction mixture was warmed to ambient temperature, then recooled to -70° C. Methanol (0.5 ml) was added and the reaction mixture was brought to ambient temperature. The solvent was removed under reduced pressure and the residue was recrystallized from isopropanol to afford 0.04 g (37% yield) of (S)-2-(1-azabicyclo[2.2.2]oct-3-yl)-1,2-dihydro-8-hydroxy-5-methyl-1-oxopyrido[4,3-b]indole hydrobromide, m.p. 235°-250° C.

Provenance & Evidence