Water → 2',4'-Difluoro-[1,1'-biphenyl]-4-amine

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	4-Bromoaniline	HCID 7807	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	2,4-Difluorophenylboronic acid	HCID 2734334	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Ethyl Acetate	HCID 8857	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	2',4'-Difluoro-[1,1'-biphenyl]-4-amine	HCID 2758266	—

Reaction Steps

4-Bromoaniline (2.0 g, 11.6 mmol), (2,4-difluorophenyl)boronic acid (2.1 g, 13.4 mmol), Pd(dppf)Cl2 (952 mg, 1.2 mmol), and K2CO3 (3.2 g, 23.3 mmol) were dissolved in 1,4-dioxane (80 mL) and water (20 mL) and the resulting mixture was heated to 80° C. After 16 h the resulting mixture was cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (Na2SO4), and dry packed onto silica gel. Column chromatography yielded the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08748624B2
Source dataset	uspto-grants-2014_06
ORD ID	ord-9a3e206ab96f41d1ae5a0461b8a6ba76
Source note	uspto-grants-2014_06