Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606181Generated: October 31, 2026

Water → HCID 22248246, compound

https://huagongshe.com/reaction/606181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant3-(1,3,2-Dioxaborinan-2-yl)pyridineHCID 4198005—
ReactantHCID 22248027HCID 22248027—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 22248246HCID 2224824666.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

After dissolving 575 mg of 1-[1-(tert-butoxycarbonyl)piperidin-4-yl]-2-(2-bromophenyl)ethanone in 10 ml of N,N-dimethylformamide, there were added 489 mg of 2-(3-pyridyl)-1,3,2-dioxaborinane, 173 mg of tetrakis(triphenylphosphine) palladium(0) and 1.47 g of anhydrous cesium carbonate, and the mixture was stirred at 100° C. for 2 hours under a nitrogen atmosphere. Water was added to the reaction mixture, and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine in that order and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (379 mg, 66% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915274B2
Source datasetuspto-grants-2011_03
ORD IDord-e1c6840348bd48998b5d42933f241dca
Source noteuspto-grants-2011_03