Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[NH:13][N:12]=[C:11]([CH:14]3[CH2:16][CH2:15]3)[CH:10]=2)[CH:5]=[CH:4][N:3]=1.[Cl:17][C:18]1[CH:26]=[C:25]2[C:21]([CH:22]=[CH:23][NH:24]2)=[CH:20][C:19]=1[CH2:27][NH2:28].CCN(C(C)C)C(C)C>CC(O)C>[Cl:17][C:18]1[CH:26]=[C:25]2[C:21]([CH:22]=[CH:23][NH:24]2)=[CH:20][C:19]=1[CH2:27][NH:28][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[C:11]([CH:14]3[CH2:16][CH2:15]3)[NH:12][N:13]=2)[CH:5]=[CH:4][N:3]=1A sealed vial was charged with 53 (80 mg, 0.34 mmol), 244 (45 mg, 0.25 mmol), DIPEA (100 mg, 0.75 mmol), and IPA (3.0 mL). The reaction mixture was heated at 120° C. for 18 h. The solution was concentrated and purified by preparative HPLC to afford 40 mg (42%) of I-93 as white solid.
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