Trifluoroacetic acid → 6-((1R,2S)-2-Aminocyclohexylamino)-7-fluoro-4-(pyrazolo[1,5-a]pyridin-3-yl)-1H-pyrrolo[3,4-c]pyridin-3(2H)-one

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Reaction Conditions

Reaction Steps

A mixture of tert-butyl (1S,2R)-2-(2-(2,4-dimethoxybenzyl)-7-fluoro-3-oxo-4-(pyrazolo[1,5-a]pyridin-3-yl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate (52 mg, 0.082 mmol) and TFA (1 mL, 12.98 mmol) was stirred at 65° C. for 30 min. The mixture was concentrated and the residue was purified by preparative HPLC to give the title compound as a white solid (15 mg, 47.8%). 1H NMR (500 MHz, DMSO-d6) δ ppm 1.21-2.07 (m, 8 H), 3.31 (br s, 1 H), 4.18-4.26 (m, 1 H), 4.46 (br s, 2 H), 6.61 (br s, 1 H), 7.09 (d, J=6.35 Hz, 1 H), 7.49 (d, J=7.32, 1 H), 8.36 (br s, 1 H), 8.59 (d, J=7.81 Hz, 1 H), 8.83 (d, J=6.83 Hz, 1 H), 9.56 (br s, 1 H). [M+H] calc'd for C20H21FN6O, 381; found, 381.

Provenance & Evidence