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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1960130Generated: October 30, 2026

Water → 2-Fluoro-5-nitro-[1,1';4'1'']terphenyl-4-ylamine

https://huagongshe.com/reaction/1960130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1,1'-Biphenyl-4-yl-boronic acidHCID 151253—
Reactant5-Fluoro-4-iodo-2-nitrobenzenamineHCID 57481487—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-Fluoro-5-nitro-[1,1';4'1'']terphenyl-4-ylamineHCID 67446509—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 4-Biphenylboronic acid (737 mg, 2.4 mmol), K2CO3 (995 mg, 7.2 mmol), Pd(PPh3)4 (139 mg, 0.12 mmol), compound 13-1 (700 mg, 2.4 mmol) in 10 mL toluene, 2 mL DMF, and 2 mL H2O was suspended in a microwave reactor vial and heated to 130° C. for 10 min in a microwave reactor. The resulting dark solution was then diluted with EtOAc (150 mL) and washed three times with 50 mL portions of saturated aqueous NH4Cl. The combined organic layers were dried over MgSO4 filtered and concentrated in vacuo. The crude product was purified on ISCO (EtOAc/Hexanes=6/4) to give title compound 13-2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410284B2
Source datasetuspto-grants-2013_04
ORD IDord-6eb49e05e5064b598da627267f7afe8a
Source noteuspto-grants-2013_04