Trifluoroacetic acid → HCID 67347553, compound

Participants

Reaction Steps

To a stirred solution of N-tert-butyl-2-(5-(difluoromethoxy)-1H-indazol-1-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (130 mg, 245 μmol) in dichloromethane (1 mL) was added trifluoroacetic acid (1 mL). After 15 h, then mixture was concentrated in vacuo and 25 mL of a Jan. 10, 1960 mixture of ammonium hydroxide/methanol/dichloromethane was added. After 1 h the mixture was concentrated in vacuo. Purification by chromatography (silica, 24 g Analogix column, 0-5% of a solution of methanol containing 10% ammonium hydroxide in dichloromethane) gave 245-difluoromethoxy-indazol-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide (55.3 mg, 56%). MS: (M+H)+=401; 1H NMR (DMSO-d6) δ: 9.09 (s, 1H), 8.57 (s, 1H), 8.51 (s, 1H), 7.78 (d, J=2.3 Hz, 2H), 7.43 (dd, J=9.0, 2.5 Hz, 2H), 7.31 (s, 1H), 1.51 (s, 9H).

Provenance & Evidence