HCID 18966441, compound → HCID 18966405, compound

Participants

Reaction Steps

A solution of 3-(2-pyridinyl)-1-azabicyclo[2.2.2]oct-2-ene dihydrochloride (0.28 g, prepared as in Example 5) in methanol (10 ml) was hydrogenated over 10% palladium on carbon (20 mg) in a Parr apparatus at 45 psi for 1 h. The suspension was filtered and concentrated. The crude product was recrystallised from methanol/ether to give 81 mg of the title compound as the dihydrochloride salt; m.p. 180°-190° C.; Found: C, 53.70; H, 7.04; N, 10.47. C12H18N2Cl2. 0.35 H2O requires C, 53.88; H, 7.05; N, 10.47; δ(360 MHz, D2O) 8.738 (1H, d, J=5.6 Hz, py-H), 8.555 (1H, t, J=8.0 Hz, py-H), 8.086 (1H, d, J=8.2 Hz, py-H), 7.934 (1H, t, J=6.5 Hz, py-H), 4.00- 3.75 (3H, m, H2 -2 and H-3), 3.60-3.30 (4H, m, H2 -6 and H2 -7) 2.54 (1H, m, H-4), 2.30-1.80 (4H, m, H2 -5 and H2 -8); m/e 188 (M+).

Provenance & Evidence