Sodium borohydride → HCID 178450675, 화합물

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[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[N:14]=[C:13]([NH2:15])[NH:12][N:11]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH:16]([C:18]1[CH:19]=[C:20]([CH:28]=[CH:29][CH:30]=1)[C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])=O.[BH4-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]2[N:14]=[C:13]([NH:15][CH2:16][C:18]3[CH:19]=[C:20]([CH:28]=[CH:29][CH:30]=3)[C:21]([O:23][C:24]([CH3:27])([CH3:25])[CH3:26])=[O:22])[NH:12][N:11]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

참가 물질

실험 절차

A solution of N3-(3,5-dichlorophenyl)-1H-1,2,4-triazole-3,5-diamine Intermediate 2 (70 mg, 287 μmol) and and tert-butyl 3-formylbenzoate (150 mg, 727 μmol) in MeOH (3 ml) was stirred at 45° C. for 2 days, added more tert-butyl 3-formylbenzoate (30 mg, 145 μmol) and stirring continued for 6 more days. NaBH4 (65.1 mg, 1.72 mmol) was added and the reaction was stirred for 1 hour. The solvent was removed, and the reaction mixture was redissolved in EtOAc (5 ml) and washed with water (2×4 ml), dried over MgSO4 and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 24 g, 2% to 5% MeOH in DCM) to afford a colorless gum (91.5 mg) which was used for the next reaction.