4-Isopropoxy-2-(trifluoromethyl)phenylboronic acid → (+/-)-trans 2-[4-isopropoxy-2-(trifluoromethyl)phenyl]-5,6,8,8a,9,10,11,11a-octahydro-4H-pyrido[3,2,1-ij]pyrrolo[3,4-c]quinoline

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Reaction Steps

Using 2-trifluoromethyl-4-isopropoxyphenyl boronic acid and following the procedures described in EXAMPLE 34, (±)-trans tert-butyl 2-bromo-5,6,8a,9,11,11a-hexahydro-4H-pyrido[3,2,1-ij]pyrrolo[3,4-c]quinoline-10(8H)-carboxylate from EXAMPLE 7, Part A was converted into the title compound of EXAMPLE 35 as a yellow semi-solid. 1H NMR (500 MHz, CDCl3) δ 1.26 (s, 1H), 1.30 (d, 6H, J=6.1 Hz), 1.85-2.05 (m, 2H), 2.15 (m, 1H), 2.74 (m, 4H), 2.96 (t, 1H, J=7 Hz), 3.23 (m, 1H), 3.32 (m, 4H), 3.57 (t, 1H, J=7 Hz), 4.58 (sept, 1H, J=6.1 Hz), 6.59 (s, 1H), 6.77 (s, 1H), 6.99 (dd, 1H, J=2.5, 8.4, Hz), 7.18 (s, 1H), 7.24 (m, 1H). LRMS (ES)+: 417 (M+H)+.

Provenance & Evidence