Triethylamine → HCID 22172586, compound

Participants

Reaction Steps

Formula 402 where R1 is H; R3 is Cl; R5 is Benzyl; R6 is Isopentyl; R6′ is H; Rc is p-Tolyl; W and Y are —C═; X and Z are —N═: A solution of 2-{4-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2-yl)-2-ethyl-butyl-amino]-3-oxo-butyl}-isoindole-1,3-dione (1.58 g, 2.69 mmol), triethylamine (245 mg, 2.42 mmol), and p-toluoyl chloride (374 mg, 2,42 mmol) in methylene chloride (10 mL) is stirred at room temperature for 2.0 h. The reaction is washed sequentially with 0.5 N HCl, water, 5% NaHCO3, water and brine, and dried (Na2SO4). The filtrate is concentrated in vacuo and purified by flash chromatography (silica gel 3:2 hexanes:EtOAc as eluent) to provide the title compound, N-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-pyrimido[4,5-d]pyrimidin-2-yl)-2-ethyl-butyl]-N-[4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-oxo-butyl]-4-methyl-benzamide.

Provenance & Evidence