[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:17]=[CH:18][C:19]=2[O:20][CH3:21])[NH:10][C:11]2[CH2:15][CH2:14][C:13](=[O:16])[CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].[CH3:24]I>CN(C)C=O>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:17]=[CH:18][C:19]=2[O:20][CH3:21])[N:10]([C:11]2[CH2:15][CH2:14][C:13](=[O:16])[CH:12]=2)[CH3:24])[CH2:2][CH2:3][CH2:4][CH2:5]10.10 g (0.35 mmole) of 3-(3-cyclopentyloxy-4-methoxyanilino)-2-cyclopenten-1-one produced in Example 1, 0.02 g of sodium hydride (60%), and 0.06 g (0.42 mmole) of methyl iodide were dissolved in 4 ml of N,N-dimethylformamide and the solution was stirred at room temperature for one night. The reaction solution was quenched with water, then was extracted with methylene chloride. The extract was dried over anhydrous magnesium sulfate, and the solvent was removed in vacuo to obtain a crude product. The crude product was purified by flash chromatography (SiO2; eluted by 2% methanol/methylene chloride) to obtain the title compound 0.10 g (yield 93.4%) as a colorless solid.
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