[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:15](=[O:16])[CH2:14][C:13](=[O:17])[NH:12][C:11]3[C:18]4[C:23]([CH:24]=[CH:25][C:10]2=3)=[CH:22][CH:21]=[CH:20][CH:19]=4)=[CH:5][CH:4]=1.C[C:27]1[C:37](C)=[CH:36][CH:35]=[CH:34][C:28]=1[CH2:29][S:30](Cl)(=[O:32])=[O:31]>N1C=CC=CC=1>[CH3:19][C:18]1[C:23]([CH3:22])=[CH:24][CH:25]=[CH:10][C:11]=1[C:28]1([CH2:29][S:30]([N:2]([C:3]2[CH:4]=[CH:5][C:6]([N:9]3[C:15](=[O:16])[CH2:14][C:13](=[O:17])[NH:12][C:11]4[C:18]5[C:23]([CH:24]=[CH:25][C:10]3=4)=[CH:22][CH:21]=[CH:20][CH:19]=5)=[CH:7][CH:8]=2)[CH3:1])(=[O:31])=[O:32])[CH:27]=[CH:37][CH:36]=[CH:35][CH2:34]15-[4-(Methylamino)phenyl]-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione (40 mg, 0.121 mmol) obtained in Example 198, (1), and 2,3-dimethylbenzylsulfonyl chloride (132 mg, 0.605 mmol) were treated by heating in pyridine (1.0 mL). After the disappearance of the starting materials was confirmed, the same treatment as that of Example 145 was performed to give the title compound (20 mg, yield 32%) as pale yellow crystals.
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