Benzenesulfonamide, 3-amino- → HCID 25263017, compound

Participants

Reaction Steps

A suspension of ethyl 5-tert-butyl-2-benzyl-2H-1,2,4-triazole-3-carboxylate (0.10 g 0.35 mmol) and LiOH.H2O (29 mg, 0.70 mmol) in THF (1 mL) and H2O (1 mL) was stirred at room temperature 2 h. The solvent was evaporated under vacuum, and to the residue was added DMF (2 mL) and HATU (0.13 g, 0.35 mmol). The reaction was stirred for 3 min, then 3-amino-benzenesulfonamide (60 mg, 0.35 mmol) was added. The reaction was stirred for 3 h, diluted with water, and extracted with EtOAc. The organic extracts were washed with water, dried over Na2SO4, and concentrated under vacuum. The residue was purified by silica gel chromatography (0%-5% MeOH-CH2Cl2) to obtain 5-tert-butyl-2-benzyl-N-(3-(aminosulfonyl)phenyl)-2H-1,2,4-triazole-3-carboxamide (16 mg, 11% yield). LC/MS: m/z 414.3 (M+H)+ at 3.46 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Provenance & Evidence