Water → HCID 86674634, compound

Participants

Reaction Conditions

Reaction Steps

(R)-Benzyl 3-((3-chloropyrazin-2-yl)methylcarbamoyl)pyrrolidine-1-carboxylate (5.90 mmol, 2.21 g) was dissolved in ethyl acetate (20 ml) and N,N-dimethylformamide (1.538 ml). The stirred reaction mixture was cooled to 0° C. and phosphorous oxychloride (23.58 mmol, 2.198 mL) was added. After stirring at room temperature for 3 hours the reaction mixture was cooled to 0° C. and an excess of solid sodium hydrogencarbonate was added. The suspension was stirred at 0° C. for 10 minutes and 20 minutes at room temperature. Then it was cooled to 0° C. and water was added. The organic layer was separated and the aqueous layer extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried (sodium sulfate) and concentrated in vacuo to yield (R)-benzyl 3-(8-chloroimidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate (2.11 g).

Provenance & Evidence