1-Phenethylamine, (-)- → (7bR,11aS)-N-[(1S)-1-phenylethyl]-1,2,7b,8,9,10,11,11a-octahydro-4H-pyrido[4,3-b][1,4]thiazepino[6,5,4-hi]indol-6-amine

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Using (S)-(−)-α-methylbenzylamine and following the procedures described in EXAMPLE 168, tert-butyl (7bR,11aS)-6-bromo-1,2,7b,10,11,11a-hexahydro-4H-pyrido[4,3-b][1,4]thiazepino[6,5,4-hi]indole-9(8H)-carboxylate from EXAMPLE 7, Part A was converted into the title compound of EXAMPLE 169. 1H NMR(CDCl3) δ 7.40-7.20 (m, 5H), 6.22 (d, 1H, J=2.2 Hz), 6.14 (d, 1H, J=2.2 Hz), 4.39 (q, 1H, J=6.6 Hz), 3.62 (ABq, 2H, JAB=15.5 Hz), 3.55-3.43 (m, 1H), 3.32-3.20 (m, 2H), 3.05-2.81 (m, 4H), 2.77-2.60 (m, 1H), 2.50 (dd, 1H, J=12.8, 9.7 Hz), 2.00-1.85 (m, 2H), 1.49 (d, 3H, J=6.6 Hz). LRMS (ES)+: 366.4 (M+H)+.

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