Ethyl orthoformate → 3-(2-Pyrrolidin-1-yl-ethyl)-3H-benzoimidazole-5-carboxylic acid methyl ester

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Reaction Steps

4-Amino-3-(2-pyrrolidin-1-yl-ethylamino)-benzoic acid methyl ester (xii) (1.14 g, 4.33 mmol) and triethylorthoformate (20 mL, 120 mmol) were heated at 120° C. for 18 h before being evaporated to dryness. The residue was taken in EtOAc and aqueous saturated NaHCO3. The aqueous layer was extracted 2 times with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered and evaporated to dryness to afford the title compound as a brown oil (tR 1.83 min (conditions 8), MH+=274).

Provenance & Evidence