Hydrazine → HCID 22172586, compound

Participants

Reaction Conditions

Reaction Steps

Formula I where R1 is H; R3 is Cl; R5 is Benzyl; R6 is Isopentyl; R6′ is H; R7 taken together with R8 is 4-(2-Amino-ethyl)-2-p-tolyl-imidazol-1-yl-; W and Y are —C═; X and Z are —N═: A solution of 2-(2-{1-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2-yl)-2-ethyl-butyl]-2-p-tolyl-1H-imidazol-4-yl}-ethyl)-isoindole-1,3-dione (290 mg, 0.423 mmol) and anhydrous hydrazine (98 mg, 3.06 mmol) in EtOH (12 mL) is refluxed for 3.0 h. The reaction is cooled to 5° C. and a precipitate is filtered off. The filtrate is concentrated in vacuo and purified by flash chromatography (silica gel, 90:9:1 methylene chloride:methanol:ammonium hydroxide as eluent) to provide the title compound, (±)-2-{1-[4-(2-amino-ethyl)-2-p-tolyl-imidazol-1-yl]-2-ethyl-butyl}-3-benzyl-7-chloro-3H-pyrimido[4,5-d]pyrimidin-4-one.

Provenance & Evidence