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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845274Generated: October 29, 2026

Dimethyl Sulfoxide → Methyl 4'-methyl-5-(pyridin-2-yloxy)biphenyl-3-carboxylate

https://huagongshe.com/reaction/1845274

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant2-BromopyridineHCID 7973—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 5-hydroxy-4'-methyl-[1,1'-biphenyl]-3-carboxylateHCID 58187967—
SolventEthyl AcetateHCID 8857—
ProductMethyl 4'-methyl-5-(pyridin-2-yloxy)biphenyl-3-carboxylateHCID 58188387—

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of methyl 5-hydroxy-4′-methylbiphenyl-3-carboxylate (100 mg, 0.41 mmol), potassium carbonate (100 mg, 0.72 mmol), 2-bromopyridine (0.40 mL, 4.2 mmol), and dimethyl sulfoxide (2 mL) was stirred at 135° C. overnight. After cooling, the mixture was diluted with EtOAc and washed with aq. NaHCO3 (sat.), dried over anhydrous MgSO4, filtered, and concentrated. The residue was purified by flash chromatography (0-20% EtOAc/hexane) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946439B2
Source datasetuspto-grants-2015_02
ORD IDord-aa29cf66c90046748c230dcea12b069a
Source noteuspto-grants-2015_02