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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670847Generated: November 3, 2026

Sodium Carbonate → HCID 57658004, compound

https://huagongshe.com/reaction/1670847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1,1'-Biphenyl-4-yl-boronic acidHCID 151253—
ReactantHCID 86629498HCID 86629498—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 57658004HCID 57658004100.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

Purge with N2 a mixture of trifluoro-methanesulfonic acid 3,5-dichloro-4-[3-(4,4-difluoro-piperidin-1-yl)-2-oxo-pyrrolidin-1-ylmethyl]-phenyl ester (0.097 g, 0.19 mmol), 4-biphenylboronic acid (0.045 g, 0.23 mmol) in THF (5 mL), and 2M sodium carbonate (0.29 mL). Treat the reaction with Pd(PPh3)4 (0.011 g, 0.01 mmol) and heat to 80° C. for 1 hour under N2. Cool the reaction, dilute with ethyl acetate, and wash with water. Dry the organic layer with Na2SO4 and remove the solvent in vacuo to afford crude product. Purify on silica with 100% ethyl acetate to afford 0.098 g (100%) of the titled product. Rf=0.44 (100% ethyl acetate). MS (m/z): 515 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994176B2
Source datasetuspto-grants-2011_08
ORD IDord-6c6403c2ff664ee88e854d073d2f9684
Source noteuspto-grants-2011_08