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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747890Generated: October 25, 2026

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

https://huagongshe.com/reaction/1747890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Amino-3-bromopyridineHCID 817700—
Reactant3-Fluoro-4-biphenylboronic acidHCID 22341245—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-(3-Fluorobiphenyl-4-yl)pyridin-2-amineHCID 66748030100%

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 3-fluorobiphenyl-4-ylboronic acid (1.623 g), sodium carbonate (1.225 g), tetrakis(triphenylphosphine)palladium(D) (0.334 g), and water (10 mL) at room temperature. The reaction mixture was stirred under a nitrogen atmosphere at 80° C. for 4 hr, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by recrystallization (THF/diisopropyl ether) to give the title compound (1.528 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150591B2
Source datasetuspto-grants-2015_10
ORD IDord-5c2cdafc2b01465b905795a2c198f2f7
Source noteuspto-grants-2015_10