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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405699Generated: October 31, 2026

Water → 3-(2-Fluorobiphenyl-4-yl)pyridin-2-amine

https://huagongshe.com/reaction/1405699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-3-bromopyridineHCID 817700—
Reactant2-Fluoro-4-biphenylboronic AcidHCID 2774698—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-(2-Fluorobiphenyl-4-yl)pyridin-2-amineHCID 6674885476.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-bromopyridin-2-amine (1.0 g) in 1,2-dimethoxyethane (50 mL) were added 2-fluorobiphenyl-4-ylboronic acid (1.623 g), sodium carbonate (1.225 g), tetrakis(triphenylphosphine)palladium(0) (0.334 g), and water (10 mL) at room temperature. The reaction mixture was stirred under a nitrogen atmosphere at 80° C. overnight, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by recrystallization (THF/diisopropyl ether) to give the title compound (1.175 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916551B2
Source datasetuspto-grants-2014_12
ORD IDord-e43896896653499883239efae52400cc
Source noteuspto-grants-2014_12