Cesium carbonate → HCID 70098861, compound

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	5-Bromopyrimidine	HCID 78344	—
Reactant	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Reactant	HCID 16737663	HCID 16737663	—
Catalyst	Palladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1)	HCID 11029508	—
Solvent	1,4-Dioxane	HCID 31275	—
Solvent	Acetonitrile--water (1/1)	HCID 18373917	—
Product	HCID 70098861	HCID 70098861	55.3%

Reaction Conditions

Temperature	110 °C

Reaction Steps

A mixture of 3-amino-6-methoxypyrazine-2-carboxylic acid methyl ester (65 mg, 355 mmol), 5-bromopyrimidine (84.6 mg, 532 μmol) and cesium carbonate (162 mg, 497 μmol) in dioxane (1.5 ml) was treated with tris(dibenzylideneacetone)dipalladium(0)-chloroform adduct (36.7 mg, 35.5 μmol) and xantphos (67.8 mg, 117 μmol) under argon atmosphere and the reaction mixture was stirred at 110° C. for 16 h. After cooling down to ambient temperature, the reaction mixture was diluted with acetonitrile/water. The precipitated solid was sucked off, washed with acetonitrile/water, THF and MeOH and dried to yield the product as yellow solid (57 mg, 55.3%).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08623866B2
Source dataset	uspto-grants-2014_01
ORD ID	ord-e95e9cb1fed545e988309859a0c3ea8e
Source note	uspto-grants-2014_01