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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278756Generated: October 31, 2026

Water → 2',3'-Difluoro-5-(5-methylpyridin-2-yl)biphenyl-3-carboxylic acid

https://huagongshe.com/reaction/2278756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant1-Bromo-2,3-difluorobenzeneHCID 2733260—
ReactantMethyl 3-(5-methylpyridin-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoateHCID 59432564—
CatalystTetrabutylammonium IodideHCID 67553—
Product2',3'-Difluoro-5-(5-methylpyridin-2-yl)biphenyl-3-carboxylic acidHCID 58449360—

Reaction Steps

In a 5 mL microwave vial, methyl 3-(5-methylpyridin-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (250 mg, 0.71 mmol), 1-bromo-2,3-difluorobenzene (273.2 mg, 1.416 mmol), cesium carbonate (1153 mg, 3.539 mmol), tetra-n-butylammonium iodide (261.4 mg, 0.7078 mmol), and POPd (35.51 mg, 0.07078 mmol) were dissolved in Water (0.5 mL, 30 mmol) and N,N-dimethylformamide (3 mL, 30 mmol). The reaction mixture was microwaved for 10 mins at 150 degrees. The reaction mixture was extracted with ethylacetate and washed repeatedly with brine. The solvent removed under reduced pressure and used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133122B2
Source datasetuspto-grants-2015_09
ORD IDord-328ed60727c445bc99ed83a823ba5d37
Source noteuspto-grants-2015_09