1,2-Diaminocyclohexane, trans- → HCID 53255666, compound

Participants

Role	Name	HCID	Charge
Reactant	1,2-Diaminocyclohexane, trans-	HCID 43806	—
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	3-Morpholinone	HCID 66953	—
Reactant	4-Bromopyridinium chloride	HCID 88100	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 53255666	HCID 53255666	11.5%

Reaction Conditions

Temperature	110 °C

Reaction Steps

A mixture of 4-bromopyridine hydrochloride (778 mg, 4.00 mmol), 3-morpholinone (404 mg, 4.00 mmol), K3PO4 (1.70 g, 8.00 mmol) and 1,2-trans-diaminocyclohexane (200 uL, 1.60 mmol) in dioxane (10 mL) was degassed with Ar before being charged with CuI (152 mg, 0.80 mmol). The mixture in a sealed tube was heated at 110° C. overnight. The mixture was applied to a silica gel column, which was then eluted with 2-5% MeOH in CH2Cl2 to give the desired product (85 mg). MS 179.5 (M+H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07678913B2
Source dataset	uspto-grants-2010_03
ORD ID	ord-416168f462a14ca799c083538367f1c7
Source note	uspto-grants-2010_03