Potassium Phosphate, Tribasic → HCID 56940975, 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 66803626	HCID 66803626	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 56940975	HCID 56940975	4.3%

Reaction Conditions

Temperature	120 °C

Reaction Steps

9-Ethyl-3-methyl-2,3,4,9-tetrahydro-b-carbolin-1-one (I-42d: 0.150 g, 0.657 mmol) was reacted with 3-iodo-4-methyl-pyridine (0.144 g, 0.657 mmol), K3PO4 (0.348 g, 1.644 mmol), CuI (0.012 g, 0.065 mmol), trans-N,N′-dimethyl-cyclohexane-1,2-diamine (0.028 g, 0.197 mmol) and 1,4-dioxane (15 mL). The resulting mixture was heated at 120° C. for 23 hours to afford the crude product. Purification by column chromatography on silica gel (30% ethyl acetate in hexane) followed by preparative HPLC afforded 9 mg of the product (4.3% yield).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08946260B2
Source dataset	uspto-grants-2015_02
ORD ID	ord-34f150e17c434526b902b9b5edbc65f9
Source note	uspto-grants-2015_02