[H-].[H-].[H-].[H-].[Li+].[Al+3].CON(C)[C:10]([C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[N:18]1[C:22]([O:25][CH3:26])=[N:23][N:24]=[C:17]1[C:16]([NH:27][CH:28]([CH3:30])[CH3:29])=[N:15]2)=[O:11].O.[OH-].[Na+]>C1COCC1.CCOC(C)=O>[CH:28]([NH:27][C:16]1[C:17]2[N:18]([C:22]([O:25][CH3:26])=[N:23][N:24]=2)[C:19]2[C:14]([N:15]=1)=[CH:13][C:12]([CH:10]=[O:11])=[CH:21][CH:20]=2)([CH3:30])[CH3:29]
Solid LAH (8 mg) was added to a solution of 4-isopropylamino-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline-7-carboxylic acid-methoxy-methyl-amide (50 mg) in THF at −78° C. After 80 min., the solution was warmed to 23° C. Portions of water (40 μL), 15% aqueous sodium hydroxide solution (40 μL), and water (180 μL) were added sequentially. The resulting mixture was diluted with EtOAc, and was then dried over sodium sulfate and filtered. Concentration afforded 4-isopropylamino-1-methoxy-[1,2,4]triazolo[4,3-a]quinoxaline-7-carbaldehyde as a white solid. MS (M+H)+=286.4.
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