1,2-Diaminocyclohexane → HCID 58998455, compound

Participants

Role	Name	HCID	Charge
Reactant	1,2-Diaminocyclohexane	HCID 4610	—
Reactant	4-Iodoaniline	HCID 10893	—
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	HCID 58998399	HCID 58998399	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Water	HCID 962	—
Solvent	Acetonitrile	HCID 6342	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	HCID 58998455	HCID 58998455	60.4%

Reaction Conditions

Temperature	110 °C

Reaction Steps

A mixture of 7-fluoro-6-(methylamino)-3,4-dihydroisoquinolin-1(2H)-one (70 mg, 0.36 mmol), 4-iodoaniline (119 mg, 0.543 mmol), CuI (27 mg, 0.14 mmol), 1,2-diaminocyclohexane (44 uL, 0.36 mmol) and K3PO4 (153 mg, 0.722 mmol) in dioxane (1.5 mL) was heated at 110° C. overnight, then diluted with CH3CN (5 mL) and H2O (5 mL) and filtered. The filtrate was purified by RP-HPLC to give the noted intermediate compound as a solid (62 mg). ES-MS (M+H)+=286.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07294635B2
Source dataset	uspto-grants-2007_11
ORD ID	ord-f6a2b0c692704ddb955229a122b58355
Source note	uspto-grants-2007_11