Triethylamine → 3,3-Dimethyl-1-[2-(6-(3-pyridyl)hex-5 ynoyl)perhydropyridazinyl] pentane-1,2-dione

Beteiligte Stoffe

Reaktionsschritte

To a solution of 1-(2-hex-5-ynoylperhydropyridazinyl)-3,3-dimethylpentane-1,2-dione (0.384 g, 1.25 mmol) in 10 ml CH2Cl2under nitrogen was added 3-iodopyridine (0.283 g, 1.38 mmol), (Ph3P)2PdCl2 (0.044 g, 0.06 mmol), CuI (0.0024 g, 0.013 mmol) and triethylamine(0.3 ml, 2 mmol). The reaction mixture was stirred 30 minutes at room temperature and then refluxed overnight. The mixture was concentrated and purified by silica gel column, eluting with 30% ethyl acetate in hexane, to yield product as light yellow oil (0.31 g, 65%). 1H NMR (CDCl3, 400 MHz): δ 0.84 (t, 3H, J=7.4); 1.21 (s, 6H); 1.70 (m, 6H); 1.96(m, 2H), 2.52 (m, 3H); 2.90 (m, 2H); 3.60 (m, 1H); 4.42(m, 2H); 7.20 (m, 1H); 7.66 (m, 1H); 8.49 (m, 1H); 8.62 (m, 1H).

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