1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile

350797-55-6

350797-56-7

1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carboxaldehyde (20.0 g) was used as a starting material and dissolved in tetrahydrofuran (29.0 ml). To this solution, hydroxylamine hydrochloride (4.21 g) and pyridine (16.0 ml) were added sequentially. The reaction mixture was stirred at a constant temperature at 50 °C for 2 h. Acetic anhydride (9.0 ml) was subsequently added. Stirring of the reaction mixture was continued at 80°C for 2 hours. After completion of the reaction, extraction was carried out with toluene. The toluene layer obtained by extraction was washed with dilute hydrochloric acid, after which the solvent was removed by distillation under reduced pressure to give 16.0 g of propyl 3-(7-cyano-5-(2-nitropropyl)dihydroindol-1-yl)benzoate (Compound XX).