Benzophenone imine → HCID 57893435, compound

Participants

Reaction Steps

To a mixture of 1-(4-chlorobenzyl)-6-(3,4,5-trimethoxyphenyl)-1,3-dihydro-imidazo[4,5-b]pyrazin-2-one (19 mg, 0.04 mmol; Example 28), benzhydrylideneamine (16 mg, 0.08 mmol), Pd2(dba)3(7 mg, 0.007 mmol), and (9,9-dimethyl-9H-xanthene-4,5-diyl0bis[diphenylphosphine] also known as XantPhos (13 mg, 0.027 mmol) in toluene (0.5 mL) was added sodium tert-butoxide (10 mg; 0.1 mmol) and the resultant mixture was heated to 95° C. overnight. After cooling to room temperature, the reaction was diluted with water and extracted with EtOAc. Concentration of the organic phase under reduced pressure afforded a crude residue, which was purified by silica gel chromatography [EtOAc/hexane (3:2)] to afford 1-[4-(benzhydrylidene-amino)benzyl]-6-(3,4,5-trimethoxyphenyl)-1,3-dihydroimidazo[4,5-b]pyrazin-2-one (14 mg) as a yellow oil.

Provenance & Evidence