Sodium Chloride → HCID 67363169, compound

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Reaction Steps

To 8-methyl-3-(piperazin-1-yl)imidazo[1,5-a]pyrazine hydrochloride (0.359 mmol, 91 mg) and triethylamine (1.793 mmol, 0.250 ml) in dichloromethane (5 ml) was added acetic anhydride (0.538 mmol, 0.051 ml). After stirring at room temperature for 20 hours saturated aqueous sodium hydrogencarbonate solution was added and the mixture extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried (sodium sulfate), and concentrated in vacuo to give 24 mg of crude product. To the aqueous layer solid sodium chloride was added and the mixture extracted three times with dichloromethane/methanol (4/1). The combined organic layers were washed with brine, dried (sodium sulfate), and concentrated in vacuo to give an additional 47 mg of crude product. The combined crude samples were purified using column chromatography (silica gel; dichloromethane with gradient 0 to 10% methanol) to give 1-(4-(8-methylimidazo[1,5-a]pyrazin-3-yl)piperazin-1-yl)ethanone (56 mg).

Provenance & Evidence