Potassium Phosphate, Tribasic → HCID 56943049, 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 66801674	HCID 66801674	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 56943049	HCID 56943049	3.6%

Reaction Conditions

Temperature	110 °C

Reaction Steps

3-Methyl-7-trifluoromethyl-3,4-dihydro-2H-isoquinolin-1-one (I-43d: 200 mg, 0.872 mmol) was reacted with 3-iodo-4-methyl-pyridine (287 mg, 1.308 mmol), K3PO4 (463 mg, 2.18 mmol), trans-N,N′-dimethyl-cyclohexane-1, 2-diamine (40 mg), CuI (20 mg) and 1,4-dioxane (5 mL). The resulting mixture was refluxed for 64 hours at 110° C. to afford the crude product. Purification by column chromatography on silica gel (90% ethylacetate in hexane) followed by preparative HPLC afforded 10 mg of the product (3.58% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08946260B2
Source dataset	uspto-grants-2015_02
ORD ID	ord-bddf7ce2eaa74551a1f03a88d23cabae
Source note	uspto-grants-2015_02