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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431875Generated: October 31, 2026

Potassium Carbonate → HCID 21942438, compound

https://huagongshe.com/reaction/431875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-(1,3,2-Dioxaborinan-2-yl)pyridineHCID 4198005—
ReactantMethyl 3-bromo-5-fluorobenzoateHCID 21942598—
SolventTolueneHCID 1140—
ProductHCID 21942438HCID 2194243855.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

To the solution of Methyl-3-bromo-5-fluorobenzoate (1.97 g, 8.44 mmol) in toluene (40 ml) added Pyridine-3-boronic acid-1,3-propanediol ester (1.79 g, 7.63 mmol), potassium carbonate (11.66 g, 84.4 mmol) and tetrakis(triphenylphoshine)palladium (0) (0.49, 0.42 mmol), sequentially. The resulting brownish yellow reaction mixture was heated at 120° C. under argon overnight. The reaction mixture was cooled to room temperature, filtered through a pad of celite and concentrated in-vacuo. The residue was purified on silica gel using 1% methanol in dichloromethane to isolate the title compound (0.92 g, 47%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660753B2
Source datasetuspto-grants-2003_12
ORD IDord-2d0eade783ca4d7db533f74b5f415f17
Source noteuspto-grants-2003_12