Trifluoroacetic acid → N-tert-butyl-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide

Participants

Reaction Steps

To a stirred solution of N-tert-butyl-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1H-indazol-3-yl)-5-trityl-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (55 mg, 0.077 mmol) in dichloromethane (2 mL) was added drop-wise trifluoroacetic acid (2 mL) at room temperature and the reaction mixture was stirred for 2 hours. The solvent was removed under reduced pressure. The residue was triturated with MeOH then decanted and dried and dried to give N-tert-butyl-2-(6-fluoro-1-(3-(methylsulfonyl)propyl)-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamide (26 mg, 72%) as a white solid. LCMS: (M+H)+=473; (M+Na)+=495; 1H NMR (300 MHz, DMSO): δ 12.84 (s, 1H), 9.09 (s, 1H), 8.51-8.46 (m, 1H), 8.38 (s, 1H), 7.93 (s, 1H), 7.74 (d, 1H, J=9.9 Hz), 7.18 (t, 1H, J=9.0 Hz), 4.63 (t, 2H, J=6.6 Hz), 3.22 (t, 2H, J=7.8 Hz), 2.99 (s, 3H), 2.33 (t, 2H, J=7.4 Hz), 1.52 (s, 9H).

Provenance & Evidence