Cesium carbonate → HCID 86683727, compound

https://huagongshe.com/reaction/519320

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	3,5-Dibromo-1-methylpyridin-2(1H)-one	HCID 3614350	—
Reactant	HCID 86683726	HCID 86683726	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 86683727	HCID 86683727	—

Reaction Conditions

Temperature	105 °C

Reaction Steps

To a solution of 112j (500 mg, 2.1 mmol) and 3,5-dibromo-1-methylpyridin-2(1H)-one (852 mg, 3.2 mmol) in dioxane (100 ml) was added Xantphos (58 mg, 0.1 mmol), Cs2CO3 (2.1g, 6.4 mmol) and Pd2(dba)3 (110 mg, 0.1 mmol). The reaction mixture was stirred at 105° C. overnight. The mixture was cooled to RT, filtered, concentrated, and the crude product was purified through a silica gel column eluting with MeOH:DCM=0 to 1:5 to 112k (500 mg, 46.4%). MS: [M+H]+: 421

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09115152B2
Source dataset	uspto-grants-2015_08
ORD ID	ord-008e3ae9e3144de28f865396b12f0f80
Source note	uspto-grants-2015_08