Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 639710Generated: October 29, 2026

Sodium Carbonate → HCID 46314930, compound

https://huagongshe.com/reaction/639710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant5-Bromo-2-fluoropyridineHCID 2783168—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 46314930HCID 4631493093.6%

Reaction Steps

To a solution of 5-bromo-2-fluoropyridine (2.33 g, 13.2 mmol) in toluene (100 mL) and ethanol (25 mL) were added Pd(PPh3)4 (764 mg, 0.66 mmol), phenylboronic acid (2.42 g, 19.8 mmol, 1.5 eq) and a solution of sodium carbonate (9.6 g, 90.7 mmol, 6.85 eq) in water (50 mL). The reaction mixture was heated to 90 C for 2 hours, allowed to cool to room temperature and partitioned between water and ethyl acetate. The organic layer was dried and evaporated and the residue purified by column chromatography (petrol/ethyl acetate gradient) to afford the title compound as a colorless oil (2.14 g, 93%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07691885B2
Source datasetuspto-grants-2010_04
ORD IDord-6ca0eb62c3c445d1b30d89697f2a7f42
Source noteuspto-grants-2010_04