3-Hydroxypyridine → HCID 58337714, compound

Participants

Reaction Steps

1-Bromo-3-chloro-5-fluorobenzene (1.0 g, 4.8 mmol, 1.0 eq), 3-hydroxypyridine (454 mg, 4.77 mmol, 1.00 eq), K2CO3 (792 mg, 5.73 mmol, 1.20 eq) and DMF (15 mL) were added to a microwave vial and microwaved at 200° C. for 30 minutes. The reaction was filtered and concentrated on silica gel (5 g). The silica gel was loaded on top a fresh bed of silica gel and washed with 50% ethyl acetate/hexane. The solvents were removed in vacuo and the crude mixture was purified by flash chromatography on silica gel afforded 950 mg (55%) of the title compound as a golden oil: 1H NMR (400 MHz, CDCl3) δ 8.45-8.44 (m, 2H), 7.58 (dd, J=8.4, 1.5 Hz, 1H), 7.52 (t, J=1.7 Hz, 1H), 7.47 (dd, J=8.5, 4.6 Hz, 1H), 7.25 (t, J=2.1 Hz, 1H), 7.18 (t, J=2.0 Hz, 1H); [M+1]+: 284.0.

Provenance & Evidence