English to Russian Medical Chemistry; Chem Sci/Eng Онкология

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Reduction of nitroaryl derivatives was performed using a modified published procedure (Fletcher R. J.; Lampard, C.; Murphy, J. A.; Lewis, N. J. Chem. Soc., Perk. Trans. I 1995, 623-629). To a suspension of Cu(acac)2 (0.2 eq) in EtOH (90 mL/mmol Cu(acac)2) a solution of NaBH4 (1.0 eq) in EtOH (1.8 mL/mmol NaBH4) was added under an argon atmosphere. Once the hydrogen evolution had decreased, a solution of the nitrophenol derivative (1.0 eq) in EtOH (10.0 mL) was added, followed by a further portion of NaBH4 (2.0 eq) in EtOH (0.9 mL/mmol). The reaction mixture was vigorously stirred at room temperature. During this period further portion of NaBH4 (7 × 1.0 eq) in EtOH (0.9 mL/mmol) were constantly added until complete conversion of the starting material. After 24 h the reaction was quenched with H2O, and extracted with CH2Cl2. After concentration in vacuo the organic extract was taken up in 4N HCl, and washed with CH2Cl2. The acidic phase was then neutralized with NaOH, and extracted with CH2Cl2. Removal of the organic solvent left pure aniline derivative (see compound 22c) in 61-66% yield. In a different work-up the reaction was quenched with H2O, and extracted with CH2Cl2. The organic phase was dried (MgSO4), the solvent removed under vacuum, and the crude purified by flash chromatography (CH2Cl2) to give the pure aniline intermediate

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