[CH3:1][O:2][C:3]1[N:8]=[C:7]([C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=1.[CH2:12]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][C:20]1([CH2:26][O:27][CH3:28])[CH3:25])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.CCN(C(C)C)C(C)C>CN(C=O)C>[CH2:12]([N:19]1[CH2:24][CH2:23][N:22]([C:9]([C:7]2[CH:6]=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[N:8]=2)=[O:11])[CH2:21][C:20]1([CH2:26][O:27][CH3:28])[CH3:25])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1A mixture of 77.6 mg (507 μmol) 6-methoxy-2-pyridinecarboxylic acid, 125 mg (507 μmol) 1-benzyl-2-methoxymethyl-2-methyl-piperazine, 177 mg (551 μmol) TBTU and 100 μL (581 μmol) DIPEA in 1.5 mL DMF was stirred at RT for 2 h. The reaction mixture was poured into ice water and extracted with EtOAc. The combined organic phases were dried over sodium sulfate, filtered and concentrated in vacuo.
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