反应详情

A mixture of 5-nitro-3-(3-bromopropyl)indole (0.57 g, 2.0 mmol), 1-(5-methoxy-4-pyrimidyl) piperazine (0.47 g, 2.4 mmol), KI (0.40 g, 2.4 mmol) and diisopropylethylamine (1.75 mL, 10.0 mmol) in 20 mL of acetonitrile was refluxed under Ar for 6h. The cooled reaction mixture was diluted with ethyl acetate and washed (H2O, brine). The aqueous wash was back-extracted with CH2Cl2 and the organic phase was washed (H2O, brine). The combined organic phases were dried (Na2SO4) and evaporated, and the residue was chromatographed (SiO2 /CH2Cl2 -MeOH, 95:5) to give a solid. This material was triturated with CH2Cl2 -hexane to give the title compound (0.55 g, 70%) as a yellow solid, m.p. 163°-166° C.

1. temperaturewas refluxed under Ar for 6h
2. customThe cooled reaction mixture
3. washwashed (H2O, brine)
4. washThe aqueous wash
5. extractionwas back-extracted with CH2Cl2
6. washthe organic phase was washed (H2O, brine)
7. dry with materialThe combined organic phases were dried (Na2SO4)
8. customevaporated
9. customthe residue was chromatographed (SiO2 /CH2Cl2 -MeOH, 95:5)
10. customto give a solid
11. customThis material was triturated with CH2Cl2 -hexane