[CH:1]([NH2:3])=O.N[C:5]1[CH:6]=[CH:7][C:8](/[C:13](/[C:21]2[CH:26]=[CH:25][C:24]([C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:23][CH:22]=2)=[CH:14]/[C@@H:15]2[NH:19]C(=O)C[CH2:16]2)=[N:9][C:10]=1OC.C(O[BH-](O[C:41](=[O:43])[CH3:42])OC(=O)C)(=O)C.[Na+].[C:45](=[O:48])(O)[O-].[Na+].[C:50](#N)C>>[C:27]([C:24]1[CH:25]=[CH:26][C:21](/[C:13](/[C:8]2[CH:7]=[CH:6][C:5]([N:3]([CH3:1])[CH3:50])=[C:10]([O:48][CH3:45])[N:9]=2)=[CH:14]\[C@@H:15]2[NH:19][C:41](=[O:43])[CH2:42][CH2:16]2)=[CH:22][CH:23]=1)([CH3:28])([CH3:29])[CH3:30]A 37% formamide solution (40 μL) was added to a solution of (5R)-5-[(E)-2-(5-amino-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]pyrrolidin-2-one obtained in Example 4-173(2) (40 mg) in acetonitrile (2 mL) under ice-cooling, followed by stirring for 10 minutes. Sodium triacetoxyborohydride (120 mg) was added thereto and the mixture was stirred at room temperature for 15 hours. Saturated aqueous sodium bicarbonate was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with brine and dried over anhydrous sodium sulfate, after which the solvent was evaporated under reduced pressure to give (5R)-5-{(E)-2-(4-tert-butylphenyl)-2-[5-(dimethylamino)-6-methoxypyridin-2-yl]ethenyl}pyrrolidin-2-one as a yellow oil (41 mg).
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