[Si:1]([O:18][CH2:19][C@H:20]1[O:24][C:23](=[O:25])[NH:22][CH2:21]1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:27]1[CH:32]=[CH:31][C:30]([Br:33])=[CH:29][N:28]=1.C(=O)([O-])[O-].[Cs+].[Cs+].BrC1C=CC(N2CCOCC2=O)=NC=1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2>[Br:33][C:30]1[CH:31]=[CH:32][C:27]([N:22]2[CH2:21][C@@H:20]([CH2:19][O:18][Si:1]([C:14]([CH3:15])([CH3:16])[CH3:17])([C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[O:24][C:23]2=[O:25])=[N:28][CH:29]=1Compound 25a (927 mg, 2.73 mmol), 2,5-dibromopyridine (500 mg, 2.1 mmol, cesium carbonate (1.03 g, 3.15 mmol), Pd2(dba)3 (100 mg, 0.1 mmol) and xantphos (73 mg, 0.13 mmol), reacted following the synthetic method of compound 19a to afford 750 mg of viscous liquid, yield 70%.
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