Hydrochloric Acid → HCID 135677710, compound

Participants

Reaction Steps

A solution of 0.112 g of N-[2-[2-(5-cyano-2-methoxybenzenesulfonylamino)ethyl]-5-isopropylphenyl]-2-(1-ethyl-1H-tetrazol-5-yl)acetamide and 28 mg of lithium chloride in 0.65 mL of N,N-dimethylformamide was stirred at 140° C. for 4 hours. To the reaction mixture were added 1 mol/L hydrochloric acid and ethyl acetate, and the mixture was separated. The aqueous layer was extracted with ethyl acetate, and the organic layers were combined. After the organic layer was washed with water, and brine, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was dissolved in 2.5 mL of 39% hydrogen chloride-ethanol solution, and the solution was stirred at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in 1.0 mL of ethanol. To the solution was added 66 mg of ammonium acetate, and the mixture was stirred at room temperature for 14 hours. To the reaction mixture were added water, ethyl acetate, and hexane, and the precipitate was collected by filtration to give 42 mg of N-[2-[2-(5-carbamimidoyl-2-hydroxybenzenesulfonylamino)ethyl]-5-isopropylphenyl]-2-(1-ethyl-1H-tetrazol-5-yl)acetamide.

Provenance & Evidence