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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42024Generated: October 26, 2026

Potassium Carbonate → 5-Bromo-2-(2-fluorophenyl)pyrimidine

https://huagongshe.com/reaction/42024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Fluorophenylboronic acidHCID 2734354—
Reactant5-Bromo-2-iodopyrimidineHCID 7006651—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product5-Bromo-2-(2-fluorophenyl)pyrimidineHCID 4975869571.4%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 5-bromo-2-iodopyrimidine (2.58 mmol, 0.500 g), 2-fluorophenylboronic acid (3.87 mmol, 0.542 g), 2M aqueous solution of K2CO3 (7.76 mmol, 3.9 ml), Pd(PPh3)4 in dioxane (12 ml) was heated at 110° C. overnight. The solvent was evaporated and the solid residue was extracted between water and ethyl acetate. The organic phase was evaporated and the crude residue was purified by chromatography over SiO2 eluting with hexane/ethyl acetate mixtures affording 0.466 g (yield 56%) of the expected product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536165B2
Source datasetuspto-grants-2013_09
ORD IDord-db65dc6d4e8a4422803c0cb854df8532
Source noteuspto-grants-2013_09