1-Iodo-3-(trifluoromethoxy)benzene → HCID 86627347, compound

Participants

Role	Name	HCID	Charge
Reactant	1-Iodo-3-(trifluoromethoxy)benzene	HCID 2777293	—
Reactant	3-Nitro-2-(4-prop-2-ynylidenepiperidin-1-yl)pyridine	HCID 86627335	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Catalyst	Dichlorobis(triphenylphosphine)palladium	HCID 6102075	—
Product	HCID 86627347	HCID 86627347	56.5%

Reaction Conditions

Temperature	80 °C

Reaction Steps

A mixture of Compound 1c (60 mg, 0.25 mmol), 3-(trifluoromethoxy)iodobenzene (41.6 μL, 0.26 mmol), bis(triphenylphosphine)palladium(II)dichloride (8.65 mg, 0.01 mmol), CuI (4.69 mg, 0.1 mmol) in anhydrous and degassed triethylamine (3 mL) was heated at 80° C. under a nitrogen atmosphere for 2 h in a sealed vessel. The reaction mixture was cooled, filtered on Celite, poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by flash chromatography (EtOAc—Petroleum Ether 5:95) affording the title product (57 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08518916B2
Source dataset	uspto-grants-2013_08
ORD ID	ord-ed45fe328c454e1bbf28ab8ab69c8f02
Source note	uspto-grants-2013_08