Trifluoroacetic acid → 2-(6-trifluoromethyl-indazol-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide

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To a stirred solution of N-tert-butyl-2-(6-(trifluoromethyl)-1H-indazol-1-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (110 mg, 207 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, 0-4% over 15 min (methanol containing 10% ammonium hydroxide in dichloromethane) gave 2-(6-trifluoromethyl-indazol-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid tert-butylamide (21.8 mg, 26%). MS (M+H)+=403; 1H NMR (DMSO-d6) δ: 8.93 (s, 1H), 8.78 (s, 1H), 8.71 (d, J=0.8 Hz, 1H), 8.46 (s, 1H), 8.23 (d, J=8.5 Hz, 1H), 7.68 (dd, J=8.5, 1.3 Hz, 1H), 7.62 (s, 1H), 1.41 (s, 9H).

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