(R)-2-(2-(2,4-Dimethoxybenzyl)-7-fluoro-4-(furan-2-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)-4-methylpentanamide → (R)-2-(7-Fluoro-4-(furan-2-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)-4-methylpentanamide

Participants

Reaction Steps

A solution of (R)-2-(2-(2,4-dimethoxybenzyl)-7-fluoro-4-(furan-2-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)-4-methylpentanamide (93.1 mg, 0.188 mmol) in TFA (5 mL) was heated to 65° C. for 3 h. The solvent was removed and the resulting residue was diluted in MeOH/DCM (10 mL) and was purified via preparative HPLC eluting with water (0.05% TFA) and ACN (30%, 0.035% TFA). The collected fractions were stripped to dryness via rotary evaporation to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.79-0.97 (m, 6 H), 1.52-1.87 (m, 3 H), 4.38 (s, 2 H), 4.66-4.85 (m, 1 H), 6.61 (dd, J=3.54, 1.77 Hz, 1 H), 6.92-7.07 (m, 2 H), 7.36 (br s, 1 H), 7.79 (dd, J=1.64, 0.63 Hz, 1 H), 8.04 (dd, J=3.54, 0.51 Hz, 1 H), 8.32 (s, 1 H). [M+H] calc'd for C17H19FN4O3, 347; found, 347.

Provenance & Evidence