N-methyl-2-pyrrolidone → HCID 71116989, compound

Participants

Reaction Steps

To a flask was added methanesulfonyl chloride (3.74 mg, 0.033 mmol), NMP (0.5 mL), then (18-2) (7.6 mg, 0.025 mmol), & DIPEA (40 μl, 0.229 mmol). The reaction mixture was stirred at room temperature for 3 hours, then diluted with MeOH & purified by reverse phase chromatography (5-95% CH3CN:0.1% TFA in H2O) to give 1-(2,2-Dimethylpropyl)-3-methyl-5-[1-(methylsulfonyl)piperidin-3-yl]-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (19-1). HRMS (M+H)+: observed=381.1956, calculated=381.1955. 1H NMR (499 MHz, DMSO): δ 7.48 (d, J=7.9 Hz, 1H); 7.02 (d, J=7.9 Hz, 1H); 3.71-3.68 (m, 1H); 3.64-3.56 (m, 3H); 3.34 (s, 3H); 2.93-2.83 (m, 5H); 2.78-2.72 (m, 1H); 2.00-1.92 (m, 1H); 1.89-1.82 (m, 1H); 1.76-1.60 (m, 2H); 0.95 (s, 9H).

Provenance & Evidence