Ethyl orthoformate → 4'-Methyl-5-tetrazol-1-yl-biphenyl-3-carboxylic acid methyl ester

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Reaction Steps

To a solution of 5-Amino-4′-methyl-biphenyl-3-carboxylic acid methyl ester (10 g, 41.5 mmol) and NaN3 (4.99 g, 76.76 mmol) in AcOH (80 mL) was added HC(OEt)3 (29.5 g, 199.2 mmol) at room temperature, then heated to reflux for 4 h. The solvent was removed in vacuo and the residue was purified by silica-gel chromatography to give 4′-Methyl-5-tetrazol-1-yl-biphenyl-3-carboxylic acid methyl ester as light yellow solid (11.22 g, 92%). MS (M+H)=295.

Provenance & Evidence