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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717845Generated: November 1, 2026

Hydrochloric Acid → HCID 58515984, compound

https://huagongshe.com/reaction/717845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCyclobutanoneHCID 14496—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 58515955HCID 58515955—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58515984HCID 5851598462.2%

Reaction Steps

tert-Butyl 4-(6-acetyl-8-chloroimidazo[1,5-a]pyridine-5-yl)piperazine-1-carboxylate (33 mg, 0.087 mmol) was treated with a solution of 4 M hydrogen chloride in 1,4-dioxane (1.0 mL) and evaporated to dryness. Cyclobutanone (13 μL, 0.18 mmol), tetrahydrofuran (0.5 mL) and acetonitrile (0.5 mL) were added and the mixture was stirred for 30 minutes. Sodium cyanoborohydride (17 mg, 0.26 mmol) was added and was stirred for 4 hours. Purification by preparative LCMS (pH 10) gave the desired compound (18 mg, 61%). LCMS calculated for C17H22ClN4O (M+H)+: m/z=333.1. found: 332.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193721B2
Source datasetuspto-grants-2015_11
ORD IDord-03116ec03e86427dbeb3b2e58fc0e4ba
Source noteuspto-grants-2015_11