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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038035Generated: October 25, 2026

Cesium fluoride → 4-(4-Pyrimidin-2-yl-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1038035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium fluorideHCID 25953—
Reactant2-(Tributylstannyl)pyrimidineHCID 2763251—
Reactant1-N-Boc-4-(4-bromophenyl)piperidineHCID 27281782—
CatalystDi-t-butylphosphine palladiumHCID 86614436—
Product4-(4-Pyrimidin-2-yl-phenyl)-piperidine-1-carboxylic acid tert-butyl esterHCID 59511342—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture containing 4-(4-bromo-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (100 mg, 0.29 mmol), 2-tributylstannanyl-pyrimidine (130 mg, 0.36 mmol), cesium fluoride (85 mg, 0.56 mmol) and palladium di-tert-butylphosphine was degassed three times with Ar. Dioxane was added and the formed reaction mixture was stirred at 90° C. overnight under Ar. Then the reaction mixture was filter through celite and the solvent was removed under vacuum and crude product was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546404B2
Source datasetuspto-grants-2013_10
ORD IDord-8be9a5c9f5454a4cb8071ff654686717
Source noteuspto-grants-2013_10