Trifluoroacetic acid → HCID 71279404, compound

Participants

Reaction Steps

To a stirred solution of N-tert-butyl-2-(5,6-difluoro-1H-indazol-1-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (120 mg, 240 μmol) in dichloromethane (3 mL) was added trifluoroacetic acid (1 mL). After 15 h, the mixture was concentrated in vacuo then 25 mL of a Jan. 10, 1960 mixture of ammonium hydroxide/methanol/dichloromethane added. After 1 h the mixture was concentrated in vacuo. Purification by chromatography (silica, 24 g Analogix column, 0 to 4% of a solution of methanol containing 10% ammonium hydroxide)/dichloromethane gave 2-(5,6-difluoro-indazol-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide (14.4 mg, 16%). MS: (M+H)+=371; 1H NMR (DMSO-d6) δ: 9.02 (s, 1H), 8.53-8.60 (m, 2H), 8.44 (s, 1H), 8.06 (dd, J=10.0, 7.8 Hz, 1H), 7.56 (s, 1H), 1.50 (s, 9H).

Provenance & Evidence