Potassium Phosphate, Tribasic → HCID 86640995, compound

https://huagongshe.com/reaction/1972178

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	3-Methoxybenzenethiol	HCID 84989	—
Reactant	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Reactant	HCID 86640988	HCID 86640988	—
Catalyst	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Solvent	Toluene	HCID 1140	—
Product	HCID 86640995	HCID 86640995	51.4%

Reaction Conditions

Temperature	130 °C

Reaction Steps

tert-Butyl 4-(2-(5-bromo-4-(2-methylpyridin-3-yloxy)pyridin-2-ylamino)thiazol-4-yl)piperidine-1-carboxylate (0.15 g, 0.27 mmol), Pd2dba3 (0.25 g, 0.27 mmol), Xantphos (0.20 g, 0.34 mmol), and K3PO4 (0.175 g, 0.823 mmol) were suspended in degassed toluene (2 mL). 3-Methoxybenzenethiol (0.068 mL, 0.55 mmol) was added. The mixture was stirred at 130° C. for 3 hours in a sealed tube. The solution was cooled and flash chromatographed (40-50% EtOAc/hexanes) to afford the title compound (0.084 g, 51% yield) as an off-white solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08431713B2
Source dataset	uspto-grants-2013_04
ORD ID	ord-4fb979f423294dc592cae31ee8f990e2
Source note	uspto-grants-2013_04