Cesium carbonate → HCID 67367052, compound

Participants

Role	Name	HCID	Charge
Reactant	Cesium carbonate	HCID 10796	—
Reactant	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Reactant	HCID 59486242	HCID 59486242	—
Reactant	HCID 68266098	HCID 68266098	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 67367052	HCID 67367052	—

Reaction Conditions

Temperature	150 °C

Reaction Steps

A stirred mixture of 4-(3-chloropyrazin-2-yl)-6-(methylthio)pyrimidine (143 mg, 0.6 mmol), N-(4-amino-3,5-difluoropyridin-2-yl)propane-1-sulfonamide (100 mg, 0.4 mmol), Pd2(dba)3 (109 mg, 0.12 mmol), Xantphos (138 mg, 0.24 mmol), Cs2CO3 (389 mg, 1.19 mmol), 4 Å molecular sieves (500 mg) and dioxane (15 ml) was heated with stirring in a sealed vessel at 150° C. for 5 h. The reaction mixture was cooled to rt and filtered. The filtrate was concentrated, then the residue was chromatographed on silica gel (10-30% ethyl acetate in hexanes eluant) to provide the title compound. MS m/z 454.1 (M+1).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09181238B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-6ccdc7ca36d147d4ad8017ff1b9f8667
Source note	uspto-grants-2015_11