[CH3:1][N:2]([CH3:25])[C@H:3]1[CH2:7][CH2:6][N:5]([C:8]2[C:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:12][C:11]([C:20]#[N:21])=[C:10]([N+:22]([O-])=O)[CH:9]=2)[CH2:4]1.C(O)(=O)C.O.O.[Sn](Cl)Cl.[OH-].[Na+]>Cl.C(OCC)(=O)C.CO>[NH2:22][C:10]1[CH:9]=[C:8]([N:5]2[CH2:6][CH2:7][C@H:3]([N:2]([CH3:1])[CH3:25])[CH2:4]2)[C:13]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:12][C:11]=1[C:20]#[N:21]6-[(3S)-3-(Dimethylamino)pyrrolidin-1-yl]-4-nitrobiphenyl-3-carbonitrile (I-242) (7.9 g, 23.5 mmol) was dissolved in concentrated hydrochloric acid (40 ml), and at room temperature, acetic acid (4.0 ml, 70.5 mmol) and methanol (10 ml) were added, followed by cooling at 0° C., and tin(II) chloride dihydrate (15.9 g, 70.5 mmol) was gradually added. After stirred at the same temperature for 20 minutes, this was further stirred at room temperature for 20 minutes. At room temperature, methanol (30 ml) was added to the suspension, followed by stirring at the same temperature for 24 hours. The reaction liquid was fractionated with ethyl acetate and aqueous 1 M sodium hydroxide solution. The organic layer was washed with saturated brine, then dried over anhydrous sodium sulfate. The insoluble matter was separated by filtration, the solvent was evaporated away, and the resulting residue was subjected to column chromatography with silica gel, and the fraction with chloroform:methanol=95:5 gave the entitled compound (6.475 g, 90%) as a pale brown gel.
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