Fumaric Acid → (+/-)-3-(3-Pyridyl)-2-azabicyclo[2.2.2]octane fumarate

Participants

Reaction Steps

To a solution of compound (XIII) (100 mg, 0.531 mmol) in absolute ethanol (5 mL) was added fumaric acid (124 mg, 1.062 mmol). The resulting suspension was sonicated until complete dissolution occurred. The solvent was removed on rotary evaporator to give a colorless syrup which was crystallized from absolute ethanol to yield 156 mg (70%) of compound (XIV). Mp=180° C. (decomposition). 1H NMR(D2O, TSP): δ 8.80 (br s,2H), 8.40(d, 1H),7.95, (s, 1H),6.70 (s,2H), 5.08 (s, 1H), 4.21 (s, 1H), 3.08 (s, 1H), 2.40 (m, 1H), 2.02-1.60 (m, 8H).

Provenance & Evidence