Trifluoroacetic acid → (R)-2-(2-methyl-3-(pyrrolidin-3-ylamino)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one

Participants

Reaction Conditions

Reaction Steps

Prepared according to Example 53, using (R)-tert-butyl-3-((3-methyl-8-(4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-yl)quinoxalin-2-yl)amino)pyrrolidine-1-carboxylate (Ex. 48, 150 mg, 0.506 mmol), and TFA (940 μl, 12.66 mmol) in DCM (20 mL), stirring at 25° C. for 1.5 h. Purification by column chromatography (silica gel: 0 to 10% MeOH/DCM) provided (R)-2-(2-methyl-3-(pyrrolidin-3-ylamino)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (140 mg, 76%). 1H NMR (DMSO-d6) δ: 12.20 (s, 1H), 7.85-7.92 (m, 1H), 7.54-7.61 (m, 1H), 7.28-7.37 (m, 1H), 7.12 (s, 1H), 6.95 (s, 2H), 4.40-4.52 (m, 1H), 3.40-3.51 (m, 3H), 3.09-3.14 (m, 1H), 2.94-3.07 (m, 2H), 2.88 (s, 3H), 2.58-2.69 (m, 1H), 2.11-2.23 (m, 1H), 1.81-1.95 (m, 1H). m/z (ESI, +ve) 363.2 (M+H)+.

Provenance & Evidence