Citric Acid → HCID 86600598, compound

Reaction equation

C(O[N:6]([C:18]1[C:19]([C:25]([O:27]C)=[O:26])=[CH:20][C:21]([Cl:24])=[N:22][CH:23]=1)[C:7]([CH2:9][C:10]1[CH:15]=[CH:14][C:13](OC)=[CH:12]C=1)=O)(C)(C)C.[OH-].[Na+].C(O)(=O)C[C:33](CC(O)=O)(C(O)=O)[OH:34]>CO>[Cl:24][C:21]1[CH:20]=[C:19]([C:25]([OH:27])=[O:26])[C:18]([NH:6][CH2:7][C:9]2[CH:10]=[CH:15][C:14]([O:34][CH3:33])=[CH:13][CH:12]=2)=[CH:23][N:22]=1

Participants

Procedure

To a solution of methyl 5-{(tert-butoxy)-N-[(4-methoxyphenyl)-methyl]carbonylamino}-2-chloropyridine-4-carboxilate (1 equivalent) in MeOH, was added an aqueous solution of NaOH (3 equivalents). A precipitate formed immediately. The reaction was heated until the solution was clear and was then stirred for 1 hour at room temperature. Aqueous citric acid (1 M) was then added causing the product to crash out of solution. The product was then collected to afford the title compound in 77% yield.