1,2-Diaminocyclohexane, trans- → HCID 71145478, compound

Participants

Reaction Steps

A dry microwave vial was charged with K3PO4 (255 mg, 1.203 mmol), (S)-1-(4-chlorophenyl)-7-isopropoxy-6-methoxy-1,2-dihydroisoquinolin-3(4H)-one (208 mg, 0.601 mmol), 1-(4-bromo-phenyl)-1-(2-oxa-bicyclo[2.2.2]oct-4-yl)ethanol (225 mg, 0.722 mmol) and dioxane (1.9 ml). The reaction mixture was degassed with argon, then trans-1,2-diaminocyclohexane (69 mg, 0.072 ml, 0.601 mmol) and copper(I)iodide (115 mg, 0.601 mmol) were added. The vial was sealed and heated for 17 hrs to 97° C. in an oil bath. The reaction mixture was diluted with dioxane, filtered through a pad of hyflo, the residue was washed with dioxane and the filtrate concentrated to dryness. The crude product was purified by silica gel column chromatography (eluting with a gradient of DCM:DCM/EtOH (9/1) 95:05 to 50:50) yielding the title example (223 mg, 0.387 mmol, 64%) as a beige resin.

Provenance & Evidence