(Pyridin-4-yl)boronic acid → 2-(3-Fluoro-4-hydroxyphenyl)-4-(4-pyridinyl)quinolin-6-ol

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Reaction Steps

This compound was prepared from 6b using 4-pyridinylboronic acid according to method P. Yellow powder; Yield: 20%; mp>350° C. (dec.); 1H-NMR (400 MHz, DMSO-d6) δ 7.02 (d, J=2.6 Hz, 1H), 7.07 (t, J=8.8 Hz, 1H), 7.34 (dd, J=9.0, 2.6 Hz, 1H), 7.64 (d, J=5.9 Hz, 2H), 7.93 (s, 1H), 7.95-8.00 (m, 2H), 8.08 (dd, J=13.0, 2.1 Hz, 1H), 8.79 (d, J=3.9, 2H), 10.02 (s, 1H), 10.22 (s, 1H); MS (ESI) m/z 331 ([M−H]−), 333 ([M+H]+); Anal. Calcd for C20H13FN2O2: C, 72.28; H, 3.94; N, 8.43. Found: C, 70.79; H, 4.08; N, 7.87.

Provenance & Evidence