[N:1]([CH2:4][C:5]1[C:13]([C:14]#[N:15])=[CH:12][C:8]([C:9]([OH:11])=O)=[C:7]([O:16][CH2:17][CH3:18])[CH:6]=1)=[N+:2]=[N-:3].O1CCCC1.CN.[CH2:26]([N:28](CC)CC)C>CN(C)C=O.C(OCC)(=O)C>[CH3:26][NH:28][C:9](=[O:11])[C:8]1[CH:12]=[C:13]([C:14]#[N:15])[C:5]([CH2:4][N:1]=[N+:2]=[N-:3])=[CH:6][C:7]=1[O:16][CH2:17][CH3:18]After dissolving 4-(azidomethyl)-5-cyano-2-ethoxybenzoic acid in dimethylformamide (20 ml), a 2M tetrahydrofuran solution of methylamine (4.2 ml), diethyl phosphonocyanidate (1.28 ml) and triethylamine (1.27 ml) were added while cooling on ice. The mixture was stirred at room temperature overnight, diluted with ethyl acetate and washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated to yield the title compound (931 mg).
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