Tert-butyl 4-formylbenzoate → HCID 178450684, compound

Participants

Reaction Conditions

Reaction Steps

A solution of N3-(3,5-dichlorophenyl)-1H-1,2,4-triazole-3,5-diamine Intermediate 3 (70 mg, 287 μmol) and 4-formyl-benzoic acid mono tert-butyl ester (150 mg, 727 μmol) in MeOH (3 ml) was stirred at 45° C. for overnight to give a suspension, cooled to −20° C. and was filtered to collect the solid. The solid was re-suspended in MeOH (5 ml), 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. Crystallization from EtOAc/hexanes afforded a white solid as desired product (116 mg, 93% yield). MS +m/z: 434 (M+H)+

Provenance & Evidence