Sodium borohydride → HCID 178450675, compound

Participants

Reaction Steps

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.

Provenance & Evidence