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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278722Generated: October 30, 2026

Water → Methyl 2',3'-difluoro-5-(5-methylpyridin-2-yl)biphenyl-3-carboxylate

https://huagongshe.com/reaction/2278722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
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—
SolventDimethylformamideHCID 6228—
ProductMethyl 2',3'-difluoro-5-(5-methylpyridin-2-yl)biphenyl-3-carboxylateHCID 58449385—

Reaction Steps

Into a 5 mL microwave vial were charged with 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 mg, 1.42 mmol), cesium carbonate (1.15 g, 3.54 mmol), tetra-n-butylammonium iodide (261 mg, 0.71 mmol), POPd (35 mg, 0.071 mmol), water (0.5 mL) and N,N-dimethylformamide (3 mL). The reaction mixture was subjected to microwave irradiation at 150° C. for 10 mins. After cooling, the reaction mixture was extracted with ethylacetate. The organic layer was washed with brine, dried, and concentrated under reduced pressure to give the residue which was purified by silica gel column to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133122B2
Source datasetuspto-grants-2015_09
ORD IDord-5117508c65dd43a1af6590cbf3994f49
Source noteuspto-grants-2015_09