Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- → 1-(Tetrahydro-2H-pyran-2-yl)-1H-benzimidazole-5-carboxylic acid

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Reaction Steps

To a solution of 1H-benzo[d]imidazole-5-carboxylic acid (1.62 g, 10 mmol) in THF (20 mL), 3,4-dihydro-2H-pyran (2 mL) and CSA (100 mg) were added. The mixture was heated at reflux for 24 h under argon. Removal of solvent followed by SiO2 chromatography afforded 1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazole-5-carboxylic acid as a light red solid (1.5 g, 60% yield).

Provenance & Evidence