Trifluoroacetic acid → HCID 73295950, compound

Participants

Reaction Steps

N-tert-Butyl-2-(3-methylisoxazol-5-ylamino)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (33 mg, 74.2 mol) was dissolved in dichloromethane (1.3 mL) and treated with trifluoroacetic acid (169 mg, 114 μL, 1.48 mmol). The mixture was stirred at room temperature for 16 h, then concentrated and re-dissolved in dichloromethane (1.3 mL), methanol (0.65 mL) and ammonium hydroxide (0.2 mL) and stirred at room temperature for 1 h. The mixture was concentrated and diluted with water, triturated and filtered. The solid obtained was washed with ether and dried to give N-tert-butyl-2-(3-methylisoxazol-5-ylamino)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (16 mg, 45.8 mol, 62%) as a yellow solid. 1H NMR (400 MHz, DMSO-d) δ ppm: 12.53 (s, 1H), 11.06 (s, 1H), 8.14 (d, J=3.0, 1 H), 8.09 (s, 1H), 7.57 (s, 1H), 6.18 (s, 1H), 2.17 (s, 3H), 1.48 (s, 9H); MS (EI/CI) m/z: 315.1 [M+H].

Provenance & Evidence