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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405650Generated: October 31, 2026

Water → 3-Biphenyl-4-ylpyridin-2-amine

https://huagongshe.com/reaction/1405650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant1,1'-Biphenyl-4-yl-boronic acidHCID 151253—
Reactant2-Amino-3-bromopyridineHCID 817700—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product3-Biphenyl-4-ylpyridin-2-amineHCID 6545495065.5%

Reaction Steps

A mixture of 2M aqueous sodium carbonate solution (6.64 mL), tetrakis(triphenylphosphine)palladium(0) (0.512 g), biphenyl-4-ylboronic acid (2.28 g) and 3-bromopyridin-2-amine (1.532 g) in dehydrated THF (30 mL) was heated under reflux overnight. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a solid. The obtained solid was crystallized from toluene, diisopropyl ether and acetonitrile to give the title compound (1.428 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916551B2
Source datasetuspto-grants-2014_12
ORD IDord-80a83a8ddf5845da845d2044b80455c5
Source noteuspto-grants-2014_12