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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190535Generated: November 1, 2026

Sodium Carbonate → 3,2',4'-Trifluoro-biphenyl-4-ylamine

https://huagongshe.com/reaction/2190535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-2-fluoroanilineHCID 123050—
Reactant2,4-Difluorophenylboronic acidHCID 2734334—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3,2',4'-Trifluoro-biphenyl-4-ylamineHCID 5931816390%

Reaction Steps

To a solution of 4-bromo-2-fluoro-phenylamine (190 mg, 1 mmol) and 2,4-difluorophenylboronic acid (240 mg, 1 mmol) in 2.5 ml of 1,2-dimethoxy-ethane was added tetrakis(triphenylphosphine)palladium(0) (110 mg, 0.1 mmol) and 0.5 ml of 2M sodium carbonate aqueous solution. The mixture was microwaved at 150° C. for 15 min. The solvents were evaporated and the residue was diluted with CH2Cl2 and filtered. The filtration was concentrated and purified on a flash chromatography column with 0-80% EtOAc/hexanes to give 3,2′,4′-trifluoro-biphenyl-4-ylamine as an off-white solid (200 mg, 90%). LRMS calcd for C12H8F3N (m/e) 223, obsd 224 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324385B2
Source datasetuspto-grants-2012_12
ORD IDord-4afd343b053f40fba807a725f8197770
Source noteuspto-grants-2012_12