Potassium Phosphate, Tribasic → HCID 89963353, compound

Participants

Role	Name	HCID	Charge
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	trans-N,N'-dimethyl-1,2-cyclohexanediamine	HCID 2733821	—
Reactant	3-Iodo-4-methylpyridine	HCID 14423513	—
Reactant	HCID 89964359	HCID 89964359	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 89963353	HCID 89963353	37.81%

Reaction Conditions

Temperature	120 °C

Reaction Steps

6-Fluoro-3,4-dihydro-2H-benzo[4,5]thieno[2,3-c]pyridin-1-one (I-45e: 85 mg, 0.384 mmol) was reacted with 3-iodo-4-methyl-pyridine (101 mg, 0.461 mmol), K3PO4 (244 mg, 1.152 mmol), trans-N,N′-dimethyl-cyclohexane-1,2-diamine (16.3 mg, 0.115 mmol), CuI (7.2 mg, 0.038 mmol) and 1,4-dioxane (10 mL). The resulting mixture was refluxed at 120° C. overnight to afford the crude product. Purification by column chromatography on silica gel (2% methanol in chloroform) afforded 45 mg of the product (37.81% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08946260B2
Source dataset	uspto-grants-2015_02
ORD ID	ord-63aaedf98b584b989da0aa6b5fc26901
Source note	uspto-grants-2015_02