3,10-diazatricyclo[6.4.1.04,13]trideca-1,4,6,8(13)-tetraen-9-one

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Methyl 3-(2-nitroethyl)-1H-indole-4-carboxylate, Intermediate 9 (7.38 g, 29.8 mmol) was dissolved in methanol (200 mL) by heating and aqueous 2M HCl (460 mL) was added. Zinc powder (46.2 g, 706 mmol) was added portion vise by vigorous stirring. The resulting mixture was heated under reflux for 2 h. The hot reaction mixture was filtered and the filtrate was treated with aqueous 2M NaOH (560 mL) and filtered again. The filter cake was washed with methanol. The methanol was removed under reduced pressure and the aqueous mixture was extracted three times with ethyl acetate. The organic solution was washed with water and brine dried with magnesium sulfate, filtered and evaporated to dryness. It was obtained a yellowish crystalline material with the yield of 4.62 g. Recrystallisation from the dichlomethane-methanol mixture gave the product of very high purity. Mp. 234° C. MS m/z 187 [M+H]+. by heating The resulting mixture was heated under reflux for 2 h The hot reaction mixture was filtered the filtrate was treated with aqueous 2M NaOH (560 mL) filtered again The filter cake was washed with methanol The methanol was removed under reduced pressure the aqueous mixture was extracted three times with ethyl acetate The organic solution was washed with water and brine dried with magnesium sulfate filtered evaporated to dryness It was obtained a yellowish crystalline material with the yield of 4.62 g Recrystallisation from the dichlomethane-methanol mixture gave the product of very high purity

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: Methyl 3-(2-nitroethyl)-1H-indole-4-carboxylate, Intermediate 9 (7.38 g, 29.8 mmol) was dissolved in methanol (200 mL) by heating and aqueous 2M HCl (460 mL) was added. Zinc powder (46.2 g, 706 mmol) was added portion vise by vigorous stirring. The resulting mixture was heated under reflux for 2 h. The hot reaction mixture was filtered and the filtrate was treated with aqueous 2M NaOH (560 mL) and filtered again. The filter cake was washed with methanol. The methanol was removed under reduced pressure and the aqueous mixture was extracted three times with ethyl acetate. The organic solution was washed with water and brine dried with magnesium sulfate, filtered and evaporated to dryness. It was obtained a yellowish crystalline material with the yield of 4.62 g. Recrystallisation from the dichlomethane-methanol mixture gave the product of very high purity. Mp. 234° C. MS m/z 187 [M+H]+. by heating The resulting mixture was heated under reflux for 2 h The hot reaction mixture was filtered the filtrate was treated with aqueous 2M NaOH (560 mL) filtered again The filter cake was washed with methanol The methanol was removed under reduced pressure the aqueous mixture was extracted three times with ethyl acetate The organic solution was washed with water and brine dried with magnesium sulfate filtered evaporated to dryness It was obtained a yellowish crystalline material with the yield of 4.62 g Recrystallisation from the dichlomethane-methanol mixture gave the product of very high purity