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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969784Generated: October 30, 2026

Hydrochloric Acid → (R)-1-(piperidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine hydrochloride

https://huagongshe.com/reaction/1969784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant(R)-tert-butyl 3-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)piperidine-1-carboxylateHCID 58557937—
SolventDiethyl EtherHCID 3283—
Product(R)-1-(piperidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine hydrochlorideHCID 67216656105.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

A round bottom flask was charged with (R)-tert-butyl 3-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)piperidine-1-carboxylate (2.8 g, 8.20 mmol), 1,4-dioxane (24 mL) and HCl (4 N in 1,4-dioxane, 6.2 mL, 24.6 mmol). The reaction mixture was heated at about 60° C. for about 18 h. The reaction mixture was cooled to ambient temperature and Et2O (40 mL) was added and the mixture was stirred for about 15 min. The solid was collected by vacuum filtration, while washed with Et2O (50 mL), and then dried in a vacuum oven at about 60° C. to afford (R)-1-(piperidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine hydrochloride (2.4 g, 94%) as an off-white solid: LC/MS (Table 1, Method b) Rt=0.81 min; MS m/z 242 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426411B2
Source datasetuspto-grants-2013_04
ORD IDord-c8cc20e90bd04420a3c756665484c679
Source noteuspto-grants-2013_04