Trifluoroacetic acid → HCID 58529326, compound

Participants

Reaction Steps

To a dry flask was added tert-butyl 3-[4-amino-5-(2-benzyl-2H-indazol-6-yl)pyrrolo[2,1-f][1,2,4]triazin-7-yl]pyrrolidine-1-carboxylate (420 mg, 0.824 mmol) followed by a solution of 1:1 trifluoroacetic acid in dichloromethane (3 mL). The mixture was stirred under N2 atmosphere for 1.5 h. The reaction was then partitioned between dichloromethane (150 mL) and 10% aqueous potassium carbonate. The aqueous layer was back extracted with dichloromethane (2×25 mL). The combined organic layer was washed with brine (50 mL) then dried with sodium sulfate. The solvent was evaporated under reduced pressure to yield 320 mg (95%) of the desired product as a tan solid. 1H NMR (300 MHz, DMSO-d6) δ 8.53 (s, 1 H), 7.89 (s, 1 H), 7.78 (d, 1 H), 7.58 (s, 1 H), 7.50-7.30 (m, 4H), 7.14 (d, 1 H), 6.58 (s, 1 H), 5.64 (s, 2 H), 3.98 (m, 1 H), 3.35-3.25 (m, 3 H), 2.10 (m, 1 H), 1.92 (m, 1 H); ES-MS m/z 410.4 [M+H]+, HPLC RT (min) 2.00.

Provenance & Evidence