N,N-Dimethylglycine → HCID 67364388, compound

Participants

Reaction Steps

To N,N-dimethylglycine (0.445 mmol, 45.9 mg) in dichloromethane (1 ml) and N,N-dimethylformamide (0.5 ml). were added N,N-diisopropylethylamine (1.762 mmol, 0.291 ml) and O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (0.617 mmol, 198 mg) and stirred at room temperature for 10 minutes. Then 1-bromo-8-methyl-3-(piperidin-4-yl)imidazo[1,5-a]pyrazine (0.440 mmol, 130 mg) dissolved in dichloromethane (2 ml) and N,N-dimethylformamide (0.5 ml) was added. After stirring at room temperature for two hours water and dichloromethane were added, mixture was put on a phase separation filter and concentrated in vacuo. Purification by column chromatography (silica gel; dichloromethane with gradient 0 to 20% methanol) gave 1-(4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)piperidin-1-yl)-2-(dimethylamino)ethanone (141 mg).

Provenance & Evidence