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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889701Generated: October 30, 2026

Sodium Carbonate → 4-Methyl-2-(5-pyridin-2-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester

https://huagongshe.com/reaction/889701

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPyridine-2-boronic acid, pinacol esterHCID 11241171—
Reactant4-Methyl-2-(5-trifluoromethanesulfonyloxy-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl esterHCID 57755055—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-Methyl-2-(5-pyridin-2-yl-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl esterHCID 5766602633%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-Methyl-2-(5-trifluoromethanesulfonyloxy-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester, compound 1g (105 mg, 0.205 mmol) in dimethoxyethane (1.4 mL), was added 2-pyridine boronic acid pinacol ester adduct (169 mg, 0.41 mmol), and 2M Na2CO3 (0.31 ml, 0.614 mmol). The mixture was degassed, tetrakis(triphenylphosphine)palladium (0) (24.0 mg, 0.02 mmol) was added and the mixture was degassed again, and then heated to 80° C. overnight. The reaction was cooled to room temperature, diluted with EtOAc and washed with NaHCO3 and brine. Purification by column chromatography gave the title compound (30 mg, 33%). Calcd for C26H26F3NO2 (M+H) 441.49, Found 442.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252935B2
Source datasetuspto-grants-2012_08
ORD IDord-579e8a5de1994b30a81d7243bc35e239
Source noteuspto-grants-2012_08