Ammonia → 6-Chloro-4-(5,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxamide

Participants

Reaction Conditions

Reaction Steps

A pressure tube was charged with ethyl 6-chloro-4-(5,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxylate (133 mg, 434 μmol) and 7N ammonia in methanol (9.44 g, 12 mL, 84.0 mmol). The mixture was heated in an oil bath at 50° C. for 18 h. After cooling to room temperature the reaction mixture was concentrated in vacuo to afford 6-chloro-4-(5,6-dimethylpyridin-2-ylamino)pyridazine-3-carboxamide (160 mg, 100%) as a yellow solid. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 11.48 (br. s., 1H) 9.18 (s, 1H) 8.17 (br. s., 1H) 7.43 (d, J=8.34 Hz, 1H) 6.74 (d, J=7.83 Hz, 1H) 5.67 (br. s., 1H) 2.53 (s, 3H) 2.28 (s, 3H); LCMS (EI/CI) m/z: 278 [M+H]. This material was used directly in the next step without further purification.

Provenance & Evidence