Dichloromethane → HCID 60142906, compound

Participants

Reaction Steps

To DCM (20 mL) were added 9-(6-methoxypyridin-3-yl)-3-methyl-1-(piperidin-4-yl)-3,4-dihydropyrimido[5,4-c][1,5]naphthyridin-2(1H)-one hydrochloride salt (Compound 1) (100 mg, 0.227 mmol) and triethylamine (0.177 mL). The mixture was stirred at ambient temperature for 0.5 h. Then to the mixture were sequentially added (R)-lactic acid (26.7 mg, 0.296 mmol), 1-hydroxybenzotriazole (37.8 mg, 0.280 mmol) and 1-ethyl-(3-dimethyllaminopropyl)carbodiimide hydrochloride (70.8 mg, 0.37 mmol). The reaction mixture was stirred at ambient temperature for 2 h, and the completion of the reaction was indicated by TLC (DCM/methanol=10/1). The reaction mixture was washed sequentially with saturated aqueous sodium carbonate, water and brine. The organic phase was dried over sodium sulfate, concentrated and purified by silica gel column chromatography (DCM/methanol=10/1) to give a white solid (88 mg, 81.4% yield).

Provenance & Evidence