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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928297Generated: October 25, 2026

Acetic Acid Mixture with Hydrobromic Acid → (S)-4-(8-Amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide

https://huagongshe.com/reaction/928297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic Acid Mixture with Hydrobromic AcidHCID 21893785—
Reactant(S)-benzyl 2-(8-amino-1-(4-(pyridin-2-ylcarbamoyl)phenyl)imidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylateHCID 71233862—
SolventWaterHCID 962—
Product(S)-4-(8-Amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamideHCID 7122636858.3%

Reaction Steps

To (S)-benzyl 2-(8-amino-1-(4-(pyridin-2-ylcarbamoyl)phenyl)imidazo[1,5-a]pyrazin-3-yl)pyrrolidine-1-carboxylate (0.146 mmol, 78 mg) was added a 33% hydrobromic acid/acetic acid solution (11.26 mmol, 2 ml) and the mixture was left at room temperature for 1 hour. The mixture was diluted with water and extracted with dichloromethane. The aqueous phase was neutralized using 2N sodium hydroxide solution, and then extracted with dichloromethane. the organic layer was dried over magnesium sulfate, filtered and evaporated to give 34 mg of (S)-4-(8-Amino-3-(pyrrolidin-2-yl)imidazo[1,5-a]pyrazin-1-yl)-N-(pyridin-2-yl)benzamide (58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290504B2
Source datasetuspto-grants-2016_03
ORD IDord-3f79b69ef96641b59b692d5db606978a
Source noteuspto-grants-2016_03