Hydrochloric Acid → HCID 68592901, compound

Participants

Reaction Conditions

Reaction Steps

3-Hydroxybenzamidine trifluoroacetate (298 mg, 1.19 mmol) obtained in Step 1 of Example 2, benzyl 4-{4-[(2-bromoethoxy)carbonyl]phenoxy}piperidine-1-carboxylate (500 mg, 1.08 mmol), and cesium carbonate (717 mg, 2.20 mmol) were suspended in dehydrated DMF, and the mixture was stirred at 50° C. for 6 hours. The reaction mixture was ice-cooled, and 1N hydrochloric acid (4.5 ml) was added to the mixture and the mixture was concentrated under reduced pressure. The obtained residue was diluted with ethyl acetate, and the mixture was washed with 0.1N hydrochloric acid and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated, and the obtained crude product (about 700 mg) was dissolved in ethanol (15 ml). 10% Palladium-carbon (105 mg) was added thereto, and the mixture was stirred for 5.5 hours under hydrogen atmosphere. After filtration through celite, the solvent was evaporated to give the title compound as a crude product. This compound in a crude state was used for the next reaction.

Provenance & Evidence