Cesium carbonate → Methyl 3-{[1-{[4-(tert-butylcarbamoyl)-2-methoxyphenyl]sulphonyl}-3-(4-chlorophenyl)-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]methyl}benzenecarboxylate

Participants

Reaction Conditions

Reaction Steps

An amount of 50 mg (0.108 mmol) of N-tert-butyl-4-{[3-(4-chlorophenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]sulphonyl}-3-methoxybenzenecarboxamide from Example 14 and 53 mg (0.161 mmol) of caesium carbonate was suspended in 1 ml of dimethylformamide and admixed with 32 mg (0.140 mmol) of methyl 3-bromomethylbenzoate. The mixture was stirred at 60° C. overnight. The suspension was diluted with water. It was extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulphate and freed from the solvent on a rotary evaporator. The crude product was purified by preparative HPLC [Method 5]. This gave 40 mg (60% of theory) of the target compound.

Provenance & Evidence