反应详情

1-Ethyl-2-iodo-6-methoxy-1H-indole-3-carbonitrile (50 mg, 0.15 mmol), prepared as in example 1Ga, Step A, was suspended in acetic acid (620 μL) at 0° C. Nitric acid (4.25M in AcOH) was added. This was stirred at room temperature for 2 hours. The reaction mixture was then partitioned between CH2Cl2 and H2O. The organic layer was washed with aqueous NaHCO3, and then was dried and concentrated. Purification by silica gel chromatography (6/4, CH2Cl2/hexanes), followed by ether trituration, yielded 1-ethyl-2-iodo-6-methoxy-5-nitro-1H-indole-3-carbonitrile (16 mg, 29%) as a yellow solid.

1. customThe reaction mixture was then partitioned between CH2Cl2 and H2O
2. washThe organic layer was washed with aqueous NaHCO3
3. customwas dried
4. concentrationconcentrated
5. customPurification by silica gel chromatography (6/4, CH2Cl2/hexanes)