2-Butene, 1-bromo-3-methyl- → (7bR,11aS)-N-[2-fluoro-3-(trifluoromethyl)phenyl]-9-(3-methyl-2-butenyl)-1,2,7b,8,9,10,11,11a-octahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indol-6-amine

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Using 4-bromo-2-methyl-2-butene and following the procedures described in EXAMPLE 144, (7bR,11aS)-N-[2-fluoro-3-(trifluoromethyl)phenyl]-1,2,7b,8,9,10,11,11a-octahydro-4H-[1,4]oxazepino[6,5,4-hi]pyrido[4,3-b]indol-6-amine free base from EXAMPLE 95 was converted into the title compound of EXAMPLE 146. 1H NMR(CDCl3) δ: 7.22-7.15 (m, 1H), 7.07-6.95 (m, 2H), 6.93 (d, 1H, J=1.9 Hz), 6.79 (d, 1H, J=2.2 Hz), 5.80 (broad s, 1H), 5.36 (t, 1H, J=7.5 Hz), 4.64 (ABq, 2H, JAB=14.3 Hz), 4.27 (app d, 1H, J=13.2 Hz), 3.85-3.70 (m, 2H), 3.54 (d, 1H, J=7.3 Hz), 3.45-3.35 (m, 3H), 3.22 (dd, 1H, J=12.8, 1.4 Hz), 2.92-2.78 (m, 2H), 2.61-2.45 (m, 1H), 2.28 (t, 1H, J=7.9 Hz), 2.18-2.12 (m, 1H), 1.81 (s, 3H), 1.67 (s, 3H). LRMS (ES)+: 476.4 (M+H)+.

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