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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692098Generated: November 1, 2026

Sodium Carbonate → HCID 86630017, compound

https://huagongshe.com/reaction/1692098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 86630018HCID 86630018—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86630017HCID 8663001717.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

Bring a mixture of trifluoro-methanesulfonic acid (R)-3,5-dichloro-4-[1-(4-hydroxy-piperidin-1-yl)-2-oxo-pyrrolidin-3-ylmethyl]-phenyl ester (0.102 g, 0.21 mmol), 4-fluorophenylboronic acid (0.035 g, 0.25 mmol), sodium carbonate (0.066 g, 0.62 mmol) in THF (10 mL) and water (3 mL) to 60° C. To the mixture at 60° C., add Pd(PPh3)4 (0.015 g, 0.011 mmol), raise the reaction temperature to 80° C., and stir for 2.5 hours. Cool the reaction, dilute with ethyl acetate, and wash with water and brine. Dry the organic layer (Na2SO4), remove the solvent in vacuo to afford crude product, and purify on silica gel column and HPLC (Reverse Phase) to afford 0.02 g of the titled product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153807B2
Source datasetuspto-grants-2012_04
ORD IDord-fe7be5c3b4b14aa48bddef315c53e159
Source noteuspto-grants-2012_04