cis-2-benzyl-5-methoxy-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-c]pyridine hydrochloride → cis-5-methoxy-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-c]pyridine hydrochloride
Reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][C@@H:12]2[C:15]3[C:16]([O:22][CH3:23])=[CH:17][CH:18]=[CH:19][C:20]=3[CH2:21][C@@H:11]2[CH2:10]1)C1C=CC=CC=1>CO.[Pd]>[ClH:1].[CH3:23][O:22][C:16]1[C:15]2[C@@H:12]3[C@@H:11]([CH2:10][NH:9][CH2:14][CH2:13]3)[CH2:21][C:20]=2[CH:19]=[CH:18][CH:17]=1Participants
4
Procedure
The product from Example 41 (1.80 g) was combined with 0.90 g 20% Pd/C in 100 ml methanol and evaporated to yield 1.08 g of the desired product as a white solid, mp: 140°-3° C. NMR (d6DMSO) δ 1.70 (m, 1H), 2.02 (m, 1H), 2.60 (m, 1H), 2.78-3.30 (m, 7H), 3.77 (s, 3H), 6.80 (d, 1H), 6.84 (d, 1H), 7.15 (t, 1H).