Cl[C:2]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][N:13]=1)[C:7]([O:9][CH3:10])=[O:8])=[O:3].[OH:14]/[N:15]=[C:16](\[NH2:18])/[CH3:17].C(N(CC)CC)C>ClCCl>[NH2:18]/[C:16](=[N:15]\[O:14][C:2]([C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][N:13]=1)[C:7]([O:9][CH3:10])=[O:8])=[O:3])/[CH3:17]To a solution of methyl 2-(chlorocarbonyl)isonicotinate in dichloromethane (500 mL) was added (Z)-N′-hydroxyacetimidamide and triethylamine, keeping the temperature at 25-30° C. for 1 day. The reaction was concentrated in vacuo to afford (Z)-methyl 2-((1-aminoethylideneaminooxy)carbonyl)isonicotinate as a yellow solid.
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