4-Fluorophenylboronic acid → 2-(4-Fluoro-phenyl)-5-imidazol-1-ylmethyl-pyridine

Participants

Reaction Steps

Synthesized using 4-fluorophenylboronic acid (230 mg, 1.68 mmol) and 1a (200 mg, 0.84 mmol) according to Method C. Yellow solid. Yield: 160 mg, 0.63 mmol, 75%. 1H NMR (CDCl3, 500 MHz): δH (ppm)=5.18 (s, 2H), 6.92 (s, 1H), 7.12 (brs, 1H), 7.15 (t, J=8.8 Hz, 2H), 7.48 (dd, J=8.2, 2.2 Hz, 1H), 7.60 (s, 1H), 7.67 (d, J=8.2 Hz, 1H), 7.97 (dd, J=8.8, 5.4 Hz, 2H), 8.57 (d, J=1.9 Hz, 1H); 13C NMR (CDCl3, 125 MHz): δC (ppm)=48.1, 115.7 (d, J=22.1 Hz), 119.0, 120.2, 128.7 (d, J=8.6 Hz), 130.0, 130.4, 134.7 (d, J=3.9 Hz), 135.8, 137.3, 148.6, 156.6, 163.7 (d, J=249.5 Hz); MS (ESI): m/z=254.18 [M+H]+.

Provenance & Evidence