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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969740Generated: November 3, 2026

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

https://huagongshe.com/reaction/1969740

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, Et2O (40 mL) was added and the mixture was stirred for about 15 min. The solid was collected by vacuum filtration and washed with Et2O (50 mL) 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 as an off-white solid (2.4 g, 94%): 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-decb9f5107334f32a4a2c8c5c0166f15
Source noteuspto-grants-2013_04