Dimethylformamide → HCID 68295389, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 4-(5-bromopyridin-3-yloxy)-6-methylpicolinate (313 mg, 0.969 mmol, 1.00 eq), Tetrakis(triphenylphosphine)palladium(0) (112 mg, 0.0969 mmol, 0.1 eq), Zn(CN)2 (125 mg, 1.06 mmol, 1.1 eq), and DMF (5 mL) were added to a microwave vial and heated at 140° C. for 10 minutes. The reaction was filtered and concentrated on silica gel (2 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 solid was purified by flash chromatography on silica gel to afford 210 mg (81%) of the title compound as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.97 (d, J=1.5 Hz, 1H), 8.84 (d, J=2.7 Hz, 1H), 8.35-8.34 (m, 1H), 7.45 (d, J=2.2 Hz, 1H), 7.21 (d, J=2.2 Hz, 1H), 3.85 (s, 3H), 2.49 (s, 3H); [M+1]+: 270.1.

Provenance & Evidence