Trifluoroacetic acid → HCID 71288435, compound

Participants

Reaction Steps

To a stirred solution of 2-(6-chloro-1H-indazol-1-yl)-N-(1-hydroxy-2-methylpropan-2-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (124 mg, 241 mmol) in dichloromethane (2 mL) was added trifluoroacetic acid (1 mL). After 15 h the mixture was concentrated and 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% of a methanol containing 10% ammonium hydroxide solution in dichloromethane) gave 2-(6-chloro-indazol-1-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (75 mg, 81%). MS (M+H)+=385; 1H NMR (DMSO-d6) δ: 8.97 (s, 1H), 8.56 (s, 2H), 8.44 (s, 1H), 7.99 (d, J=8.7 Hz, 1H), 7.64 (s, 1H), 7.36-7.48 (m, 1H), 3.62 (d, J=5.7 Hz, 2H), 1.43 (s, 6H).

Provenance & Evidence