反应详情

The title compound was prepared from 3-pyridazin-3-yl-benzoic acid methyl ester [prepared by the following procedure: A mixture of 3-carboxyphenylboronic acid (6.98 g, 42.06 mmol) and 3-chloropyridazine [CAS-No. 1120-95-2] (4.817 g, 42.06 mmol) in acetonitrile (210 ml) and 0.4M Na2CO3-solution (210 ml) was degassed and Pd(Ph3P)4 (2.43 g, 2.1 mmol) was added. The reaction mixture was refluxed for 15 h and evaporated to dryness [Synlett 2000 (6), 829-831]. The residue was suspended in MeOH (500 ml), SOCl2 (15.3 ml, 211 mmol) was added dropwise at 23° C. and the reaction mixture was stirred at reflux for 16 h. Concentrated in vacuum to about 100 mL, diluted with EtOAc, washed with sat. NaHCO3-solution and brine, dried over Na2SO4. Removal of the solvent in vacuum left a brown residue, which was purified by silica gel column chromatography with cyclohexane/EtOAc.] (7.35 g, 34.32 mmol) by treatment with lithium tert-butyl acetate according to general procedure K (method b). Obtained as a yellow oil (8.306 g, 81%).

1. customprepared by the following procedure
2. customwas degassed
3. temperatureThe reaction mixture was refluxed for 15 h
4. customevaporated to dryness [Synlett 2000 (6), 829-831]
5. temperatureat reflux for 16 h
6. concentrationConcentrated in vacuum to about 100 mL
7. additiondiluted with EtOAc
8. washwashed with sat. NaHCO3-solution and brine
9. dry with materialdried over Na2SO4
10. customRemoval of the solvent in vacuum
11. waitleft a brown residue, which
12. customwas purified by silica gel column chromatography with cyclohexane/EtOAc