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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245654Generated: October 30, 2026

Dichloromethane → HCID 67364106, compound

https://huagongshe.com/reaction/245654

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
ReactantHCID 71743145HCID 71743145—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67364106HCID 6736410677.2%

Reaction Steps

Through a suspension of 8-chloro-3-(tetrahydro-2H-pyran-4-yl)imidazo[1,5-a]pyrazine (2.23 mmol, 531 mg) and potassium carbonate (3.35 mmol, 463 mg) in dioxane (1.5 mL) was bubbled nitrogen for 5 minutes and then trimethylboroxine (4.47 mmol, 1.249 mL, 50 wt % solution in tetrahydrofuran) and 1,1′-bis(diphenylphosphino)ferrocene palladium (II) chloride complex with dichloromethane (0.223 mmol, 181 mg) were added. After heating the reaction at 100° C. for one hour the reaction mixture was filtered and concentrated in vacuo. Dichloromethane and water were added, the organic layer separated, dried (sodium sulfate) and concentrated in vacuo to yield 374 mg 8-methyl-3-(tetrahydro-2H-pyran-4-yl)imidazo[1,5-a]pyrazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658794B2
Source datasetuspto-grants-2014_02
ORD IDord-5027fac106e34b259b74f31b2102f64e
Source noteuspto-grants-2014_02