Hydrochloric Acid → 2-methyl-2-((3-methyl-8-(4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-yl)quinoxalin-2-yl)amino)propanoic acid

Participants

Reaction Conditions

Reaction Steps

A suspension of methyl 2-methyl-N-(3-methyl-8-(4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-yl)-2-quinoxalinyl)alaninate (Ex. 57, 160 mg, 0.407 mmol), LiOH (51.2 mg, 1.220 mmol), and MeOH (2 mL) was stirred at 25° C. for 16 h. The reaction was then diluted with saturated aq. NH4Cl (10 mL) and neutralized to ˜pH 6 with 5 N HCl (aq). The resulting solution was extracted with 15% IPA:CHCl3 (3×30 mL) and the combined organic extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure to provide 2-methyl-2-((3-methyl-8-(4-oxo-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridin-2-yl)quinoxalin-2-yl)amino)propanoic acid ((145 mg, 94%). 1H NMR (MeOH-d4) δ: 7.93-7.98 (m, 1H), 7.58-7.62 (m, 1H), 7.32-7.38 (m, 1H), 6.95 (s, 1H), 3.57-3.62 (m, 2H), 3.17-3.22 (m, 2H), 2.63-2.67 (m, 3H), 1.73-1.76 (m, 6H). m/z (ESI, +ve) 380.1 (M+H)+.

Provenance & Evidence