1,10-Phenanthroline → HCID 44477077, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of 4-cyclobutyl-[1,4]diazepan-1-yl)-(3-hydroxy-azetidin-1-yl)-methanone (50 mg, 0.197 mmol) in toluene (2 ml) was added 4-iodoanisole (69 mg, 0.296 mmol), Cs2CO3 (128 mg, 0.394 mmol), CuI (3.7 mg, 0.0197 mmol) and 1,10-phenanthroline (7.1 mg, 0.04 mmol). The resulting mixture was heated at 100° C. overnight, then cooled to RT and filtered through a plug of silica gel, eluting with EtOAc. The filtrate was concentrated in vacuo and the residue purified by FCC [silica, eluting with DCM/MeOH/NH3; 90:10:1] to provide the title compound as colourless oil (27 mg, 39%).

Provenance & Evidence