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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69718Generated: October 26, 2026

Potassium Carbonate → (S)-3-((1-(4-chlorophenyl)piperidin-4-yl)methyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one

https://huagongshe.com/reaction/69718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant9-Borabicyclo(3.3.1)nonaneHCID 78966—
Reactant1-(4-Chlorophenyl)-4-methylenepiperidineHCID 57802943—
Reactant(S)-3-bromo-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-oneHCID 58324379—
CatalystHCID 178418807HCID 178418807—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product(S)-3-((1-(4-chlorophenyl)piperidin-4-yl)methyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-oneHCID 46864643—

Reaction Conditions

Temperature75 °C

Reaction Steps

1-(4-chlorophenyl)-4-methylenepiperidine (70 mg, 0.337 mmol) was diluted with 0.5M THF solution of 9-BBN (0.674 mL, 0.337 mmol) under nitrogen and stirred at 75° C. for 1 h. The reaction mixture was then added to a suspension of (S)-3-bromo-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (90 mg, 0.337 mmol), PdCl2(dppf)-CH2Cl2 adduct (8.26 mg, 10.11 μmol) and potassium carbonate (93 mg, 0.674 mmol) in DMF (1.0 mL) and water (0.1 mL) and stirred at 60° C. for 4 h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822470B2
Source datasetuspto-grants-2014_09
ORD IDord-02c86c9dca7a4df89fb314e2bd4be003
Source noteuspto-grants-2014_09