With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1722-10-7,3-Chloro-6-methoxypyridazine,as a common compound, the synthetic route is as follows.
Example 24 6,6′-dimethoxy-3,3′-bipyridazine 15 In a 100 ml two-necked flask, 1.55 g (2.1 mmol) of dichlorobis(triphenylphosphine)nickel(II), 452 mg (6.95 mmol) of zinc and 2.23 g (6.95 mmol) of tetrabutylammonium bromide are solubilized in 40 ml of freshly distilled DMF. After degassing, the solution is stirred at ambient temperature for 30 min (the green starting solution turns brown). 1 g (6.95 mmol) of 3-chloro-6-methoxypyridazine 14 is added to this solution, and the reaction mixture is heated at 55 C. for 8 hours. After the solvent has been evaporated off under reduced pressure, the residue is taken up in a saturated solution of ammonium chloride, the suspension is extracted with 4*40 ml of dichloromethane and the organic phase is dried over MgSO4 and then concentrated under reduced pressure. The reaction crude is chromatographed on silica gel (eluent:ethyl acetate/petroleum ether=4/6), to give the bipyridazine 15 with a yield of 96%. 1H NMR (CDCl3) deltappm: 4.16 (s, 6H, OCH3); 7.10 (d, 2H, J=9.3, Hpyridazine); 8.59 (d, 2H, J=9.3, Hpyriazine). 13C NMR (CDCl3) deltappm: 54.96, 118.07, 127.25, 152.40, 165.35. MS, m/z (I %): 218 (M+, 100%), 189 (M+-N2, 22%), 175 (M+t-(N2+CH3), 31%)., 1722-10-7
1722-10-7 3-Chloro-6-methoxypyridazine 74403, apyridazine compound, is more and more widely used in various fields.
Reference£º
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (C.N.R.S.); US2010/298562; (2010); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem