Sodium Methoxide → HCID 59212295, compound

Participants

Reaction Conditions

Reaction Steps

N-(3-(7-chloro-1,2-dihydro-1-methyl-2-oxo-1,6-naphthyridin-3-yl)-4-methylphenyl)benzamide A6 (70 mg, 0.17 mmol) is treated with sodium methoxide (0.8 mL of a 0.5 M solution in methanol) and heated to 65° C. for 3 h. The reaction is cooled to rt and partitioned with EtOAc and aqueous ammonium chloride. The organic layer is washed with brine, dried over magnesium sulfate, filtered and solvent removed. Crude product is dissolved in DMF (1 mL) and purified by preparative LCMS to afford the desired product. 1H NMR 400 MHz (MeOD) δ 8.56 (s, 1H), 7.92 (d, J=8 Hz, 2H), 7.88 (s, 1H), 7.64-7.46 (m, 5H), 7.28 (d, J=8 Hz, 1H), 6.84 (1H), 4.05 (s, 3H), 3.71 (s, 3H), 2.20 (s, 3H); MS m/z 400.2 (M+1).

Provenance & Evidence