HCID 86726460, compound → HCID 86726461, compound

Participants

Reaction Steps

The solution of 6-methoxy-N-methyl-5-nitropicolinamide (1 equiv) in methanol (0.43 M) was stirred with palladium on carbon 10% w/w (10% by mass) under hydrogen (45 psi) for 1 h. The reaction mixture was filtered over Celite and concentrated. The crude product was purified by silica gel column chromatography (20-90% ethyl acetate (with 1% 1N ammonia in methanol) in hexane). Concentration of the desired fractions under reduced pressure afforded the title compound (97%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.73 (d, J=4.69 Hz, 3 H) 3.91 (s, 3 H) 5.49 (br. s., 2 H) 6.83 (d, J=7.81 Hz, 1 H) 7.35 (d, J=7.81 Hz, 1 H) 8.05 (q, J=4.82 Hz, 1 H); MS (ESI) m/z 182.3 [M+1]+.

Provenance & Evidence