Triphenylphosphine → HCID 67314552, compound

Participants

Role	Name	HCID	Charge
Reactant	Triphenylphosphine	HCID 11776	—
Reactant	Trimethylsilylacetylene	HCID 66111	—
Reactant	[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-(5-iodo-2-methyl-phenyl)-methanone	HCID 67314444	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Product	HCID 67314552	HCID 67314552	—

Reaction Conditions

Temperature	90 °C

Reaction Steps

In a screw-capped vial (8 mL) was placed dry degassed triethylamine (4.0 mL) and a magnetic stirrer under argon. Compound 495 (100 mg, 0.21 mmol), Pd2(dba)3 (3.8 mg), triphenyl phosphine (5.4 mg, 0.02 mmol), CuI (1 mg) and ethynyl-trimethyl-silane (29 μL, 0.21 mmol) were added to the vial and the reaction mixture was heated under vigorously stirring at 90° C. for 20 h. The cooled reaction mixture was filtered through Decalite and concentrated in vacuo. The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) (v:v=0:100 to 10:90) as the eluent to afford the title compound as foam.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07977387B2
Source dataset	uspto-grants-2011_07
ORD ID	ord-337d575f4dbf43e4ae84085fe037f985
Source note	uspto-grants-2011_07