1-Methylpyrrolidine → HCID 71736865, compound

Participants

Reaction Steps

Heat a solution of prop-1-en-2-yl 2,4-difluoro-5-(2-methyl-7-(methylamino)-1,6-naphthyridin-3-yl)phenylcarbamate (1.449 g, 3.77 mmol), 3,3-dimethylbutylamine (0.572 g, 5.65 mmol), and 1-methylpyrrolidine (0.080 g, 0.942 mmol) in dioxane (30 mL) at 80° C. overnight. Cool to RT, collect the precipitate via filtration and dry. Concentrate the filtrate, treat with DCM, sonicate for 0.5 h, collect the solid via filtration and combine with the solid above to afford the title compound (1.43 g, 89%). 1H NMR (400 MHz, DMSO-d6): δ 8.86 (s, 1H), 8.35 (s, 1H), 8.13 (t, 1H), 8.00 (s, 1H), 7.40 (t, 1H), 8.85-8.82 (m, 1H), 6.52-6.49 (m, 2H), 3.07-3.04 (m, 2H), 2.82 (d, 3H), 2.38 (s, 3H), 1.34-1.30 (m, 2H), 0.87 (s, 9H); MS (ESI) m/z: 428.2 (M+H+).

Provenance & Evidence