Cesium carbonate → 4-(2-chloropyridin-4-yl)phthalazin-1(2H)-one

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	4-chlorophthalazin-1(2H)-one	HCID 2775142	—
Reactant	2-Chloropyridine-4-boronic acid	HCID 5151595	—
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	4-(2-chloropyridin-4-yl)phthalazin-1(2H)-one	HCID 86673557	—

Reaction Conditions

Temperature	160 °C

Reaction Steps

A mixture of 4-chlorophthalazin-1(2H)-one (300 mg, 1.66 mmol), 2-chloropyridin-4-ylboronic acid (314 mg, 1.99 mmol), Cs2CO3 (1080 mg, 3.32 mmol) and PdCl2(dppf) (71.5 mg, 0.083 mmol) in dioxane (6 mL) was heated at 160° C. under microwave condition for 20 minutes. The mixture was diluted with EtOAc and washed with saturated aqueous NaHCO3, dried (Na2SO4), filtered, and concentrated to afford the title compound: MS (APCI) M/Z 257 (M+H)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08859549B2
Source dataset	uspto-grants-2014_10
ORD ID	ord-3daf460ccd9c4202a4f5dc2428c52bde
Source note	uspto-grants-2014_10