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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453679Generated: October 29, 2026

Piperidine → HCID 86660297, compound

https://huagongshe.com/reaction/453679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantHCID 58556916HCID 58556916—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86660297HCID 8666029739.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of allyl 3-(2-oxo-1-phenyl-2-((R)-quinuclidin-3-yloxy)ethyl-amino)benzoate (I4) (1.40 g, 3.33 mmol) in dry THF (45 ml), were added tetrakis-(triphenylphosphine)palladium(0) (1.15 g, 1.00 mmol) and piperidine (0.99 ml, 1.00 mmol) and the reaction mixture was stirred at 60° C. for 1.5 hours. The solvent was removed in vacuo and the crude was purified by flash chromatography (DCM/MeOH=9/1 to MeOH) to obtain (R)-3-(2-oxo-1-phenyl-2-(quinuclidin-3-yloxy)ethylamino)benzoic acid (500 mg, 39.5% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492548B2
Source datasetuspto-grants-2013_07
ORD IDord-c7d38668460c45f8b40e6ec7172f4c43
Source noteuspto-grants-2013_07