1,4-Dioxane hydrochloride → N-(5-amino-2-methylphenyl)thieno[2,3-b]pyrazine-6-carboxamide hydrochloride

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 4-methyl-3-(thieno[2,3-b]pyrazine-6-carboxamido)phenylcarbamate 28 (5.36 g, 13.94 mmol) in dioxane (20 mL) was added 4N HCl/Dioxane (8.71 mL, 34.9 mmol). The reaction was stirred overnight at 60° C. Evaporated to dryness to give N-(5-amino-2-methylphenyl)thieno[2,3-b]pyrazine-6-carboxamide hydrochloride 29 (4.47 g, 100%). NMR (400 MHz, DMSO-d6) 2.32 (s, 3H), 7.25 (dd, J=8.2 and 2.3 Hz, 1H), 7.44 (d, J=8.6 Hz, 1H), 7.49 (d, J=1.9 Hz, 1H), 8.65 (s, 1H), 8.77 (d, J=2.3 Hz, 1H), 8.90 (d, J=2.3 Hz, 1H), 10.3 (br s, 2H), 10.70 (s, 1H).

Provenance & Evidence