3-(Trifluoromethyl)phenylboronic acid → HCID 70008710, compound

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Reaction Steps

Using the procedure described in Example 50(b), the title compound was synthesized from 6-iodo-7-methyl-3,4-dihydro-2H-[1,4]diazepino[6,7,1-hi]indol-1-one (Example 50(a)) and 3-trifluoromethylphenylboronic acid in 81% yield after purification by preparative HPLC. A gradient mobile phase, starting with 90% 0.1M NH4OAc, 10% CH3CN up to 2 min, then reaching 100% CH3CN after 22 min, was used. Rt=17.59 min. The title compound was obtained in the form of a white solid: 1H NMR (DMSO-d6) δ 2.25 (s, 3H), 3.44-3.48 (m, 2H), 4.13-4.16 (m, 2H), 7.19 (t, 1H, J=7.5 Hz), 7.77-7.88 (m, 6H), 8.32-8.36 (m, 1H). HRMS calcd. for C19H15N2OF3 (M+) 344.136, found 344.1136. Anal. HPLC Rt=14.9 min.

Provenance & Evidence