Cesium carbonate → 3-Fluoro-3'-(trifluoromethyl)-(1,1'-biphenyl)-4-carboxylic acid

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	1,4-Dioxane	HCID 31275	—
Reactant	3-(Trifluoromethyl)phenylboronic acid	HCID 2734388	—
Catalyst	Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)	HCID 178418228	—
Solvent	Ethanol	HCID 702	—
Product	3-Fluoro-3'-(trifluoromethyl)-(1,1'-biphenyl)-4-carboxylic acid	HCID 16768711	—

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a suspension of compound 26a (75 mg, 0.345 mmol), compound 15b (80 mg, 0.42 mmol), and Cs2CO3 (282 mg, 0.864 mmol) in dioxane (9 mL) and EtOH (3 mL) was added Pd(dppf)Cl2 (0.0252 g, 0.0345 mmol). The reaction mixture was stirred at 80° C. for 3 h. After cooling, the solid was removed by filtration and washed with CH3OH. The filtrate was concentrated. The crude compound 26b was purified by reverse phase chromatography.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08748417B2
Source dataset	uspto-grants-2014_06
ORD ID	ord-e8a955a8958f43f2bd0711a79662d3a5
Source note	uspto-grants-2014_06