Dichloromethane → HCID 89783535, compound

Participants

Reaction Steps

To a 25-mL round-bottomed flask was added 2-(aminomethyl)-5-(3-(cyclopropylamino)-2-methylquinoxalin-5-yl)-1H-pyrrole-3-carboxylic acid hydrochloride (363c) (0.19 g, 0.52 mmol), DCM (6 mL), DMF (6 mL), DIEA (0.27 mL, 1.57 mmol), and (benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (0.30 g, 0.58 mmol) (Sigma-Aldrich Chemical Company, Inc.). The reaction mixture was stirred at RT for 16 h, concentrated to half of its volume, and poured over water. The yellow solid obtained was filtered, washed with water, ether, and dried in a vacuum over at 50° C. for 16 h. 2-(2-Methyl-3-((1-methylcyclopropyl)amino)-quinoxalin-5-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one (363) (0.13 g, 77% yield) was obtained a yellow solid. 1H NMR (400 MHz, DMSO-d6) δ 13.16 (s, 1H), 8.01 (dd, J=0.68, 7.53 Hz, 1H), 7.63 (s, 1H), 7.61 (dd, J=0.78, 8.02 Hz, 1H), 7.53 (s, 1H), 7.36 (t, J=7.73 Hz, 1H), 7.04 (d, J=1.17 Hz, 1H), 4.31 (s, 2H), 2.89 (br. s, 1H), 2.52 (s, 3H), 0.87-0.94 (m, 2H), 0.67-0.74 (m, 2H). m/z (ESI, +ve) 320.1 (M+H)+.

Provenance & Evidence