C[O:2][C:3]([C:5]1[CH:14]=[C:13]2[C:8]([N:9]=[C:10]([NH:19][CH:20]([CH3:22])[CH3:21])[C:11]3[N:12]2[C:15](=[O:18])[NH:16][N:17]=3)=[CH:7][CH:6]=1)=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[OH:2][CH2:3][C:5]1[CH:14]=[C:13]2[C:8]([N:9]=[C:10]([NH:19][CH:20]([CH3:22])[CH3:21])[C:11]3[N:12]2[C:15](=[O:18])[NH:16][N:17]=3)=[CH:7][CH:6]=1A solution of 4-isopropylamino-1-oxo-1,2-dihydro-[1,2,4]triazolo[4,3-a]quinoxaline-8-carboxylic acid methyl ester (200 mg) in THF (5.0 mL) was stirred as LAH (76 mg) was added. The mixture was heated to 65° C. for two hr. and cooled to 23° C. prior to quenching with water (100 μL), 15% sodium hydroxide (100 μL); and water (300 μL). The solids were removed by filtration through diatomaceous earth, and the filtrate was concentrated. The residue was purified by silica gel chromatography to provide the title compound as a white solid. MS (M+H)+=329.0.
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