Trifluoroacetic acid → HCID 16036642, compound

Participants

Reaction Steps

To a solution of 4-{[{2-[2-(4-hydroxy-2-oxo-2,3-dihydro-benzothiazol-7-yl)-ethylamino]-ethyl}-(3-phenethyloxy-propionyl)-amino]-methyl}-piperidine-1-carboxylic acid tert-butyl ester (Example 1, 0.2 g) in dichloromethane (2 mL) was added trifluoroacetic acid (2 mL) and the reaction mixture was stirred for 30 minutes and then concentrated. The residue was dissolved in methanol (5 mL) and purified by reverse phase HPLC eluting with 5% to 95% acetonitrile in 0.2% trifluoroacetic acid. The fractions containing the product were concentrated and dissolved in methanol where 4N hydrogen chloride in 1,4-dioxane was added. The mixture was concentrated and the residue was triturated with ether, the ether was decanted and further concentration afforded the titled compound (0.13 g) as a hygroscopic solid.

Provenance & Evidence