Potassium Phosphate, Tribasic → Ethyl 2-chloro-4-(2-chlorophenyl)pyrimidine-5-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	Tris(1,1-dimethylethyl)phosphine	HCID 83681	—
Reactant	Ethyl 2,4-dichloropyrimidine-5-carboxylate	HCID 104020	—
Reactant	(3-Chlorophenyl)boronic acid	HCID 2734323	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	Ethyl 2-chloro-4-(2-chlorophenyl)pyrimidine-5-carboxylate	HCID 59421209	—

Reaction Conditions

Temperature	160 °C

Reaction Steps

In a microwave tube was added 1 eq. of ethyl 2,4-dichloropyrimidine-5-carboxylate (200 mg, 0.91 mmol), 0.5 eq. of 3-chlorophenyl boronic acid (67 mg), 0.1 eq. of Pd2(dba)3 (83 mg), 3 eq. of K3PO4 in 4 mL of Dioxane. To this solution was added 1 eq. of tri-(t-butyl) phospine. The reaction was heated in the microwave to 160° C./300 W/for 1200 sec. The crude product was purified by prep HPLC. ES+=296.8.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08546414B2
Source dataset	uspto-grants-2013_10
ORD ID	ord-2ab0dd5998aa41dc89a6e72f09f10e91
Source note	uspto-grants-2013_10