反应详情

A mixture of 5-chloro-1-(pyridin-4-yl)-1H-indole 26a (4.0 g), 2-(2-iodoethyl)indane 24a (4.8 g), and methyl isobutyl ketone (100 ml) was boiled under reflux for 20 h. The mixture was cooled, and a crystalline compound collected by filtration (6.5 g). Compound corresponding to 5.5 g was suspended in methanol (100 ml), and NaBH4 (1.5 g) was added in parts of 0.5 g. The resulting mixture was stirred at room temperature for 1 h, and the solvent was removed in vacuo. Conventional work up with ethyl acetate and water followed by purification on silica gel eluted with ethyl acetate-heptane (1:1) gave the crude product, which was crystallized (ethyl acetate) to give the title compound (1.1 g, 27%).

1. temperatureunder reflux for 20 h
2. temperatureThe mixture was cooled
3. filtrationa crystalline compound collected by filtration (6.5 g)
4. additionNaBH4 (1.5 g) was added in parts of 0.5 g
5. customthe solvent was removed in vacuo
6. customConventional work up with ethyl acetate and water followed by purification on silica gel
7. washeluted with ethyl acetate-heptane (1:1)
8. customgave the crude product, which
9. customwas crystallized (ethyl acetate)