反应详情

To a 100 ml round-bottomed flask equipped with condenser and N2 inlet were added 2.37 g (6.81 mmol) 4-(4-(4-chlorobutyl)phenyl)-2-aminothiazole hydrobromide, 1.28 g (6.81 mmol) 3-cyano-2-piperazinylpyridine, 2.38 ml (13.6 mmol) diisopropylethylamine, 1.44 g (13.6 mmol) sodium carbonate, 2 mg sodium iodide, and 40 ml methylisobutylketone. The reaction was refluxed 4 days, cooled, and evaporated. The residue was triturated with ethyl acetate and the resulting solid chromatographed on silica gel with methylene chloride/ethyl acetate. The product fractions were dissolved in ethyl acetate, precipitated with ethyl acetate saturated with HCl, and the precipitate filtered and dried to give a solid, 1.84 g (55%), m.p. 155-162° C. NMR (DMSO-d6) 1.6-1.8 (m, 4H), 2.67 (t, 2H), 3.1-4.4 (m, 10H), 7.34 (s, 1H), 7.1-8.5 (m, 7H), 11.3 (bs, 2H).

1. customTo a 100 ml round-bottomed flask equipped with condenser and N2 inlet
2. temperatureThe reaction was refluxed 4 days
3. temperaturecooled
4. customevaporated
5. customThe residue was triturated with ethyl acetate
6. customthe resulting solid chromatographed on silica gel with methylene chloride/ethyl acetate
7. dissolutionThe product fractions were dissolved in ethyl acetate
8. customprecipitated with ethyl acetate saturated with HCl
9. filtrationthe precipitate filtered
10. customdried
11. customto give a solid, 1.84 g (55%), m.p. 155-162° C