Hydrochloric Acid → HCID 86742776, compound

Participants

Reaction Steps

A solution of 2.32 g (0.005 mol) of [1S,2S]-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-[2-[methyl-[5-(1-methyl-2-benzimidazolyl)pentyl]amino]ethyl]-2-naphthalenol and 0.6 g (0 005 mol) of phenyl isocyanate in 5 ml of toluene is treated with 7.5 mg of tin(II) 2-ethylhexanoate and heated to 100° for 15 hours. After concentration under reduced pressure the oily residue is chromatographed on 160 g of silica gel with methanol/methylene chloride (3:2) as the elution agent. The oily product obtained is dissolved in methylene chloride and treated with an excess of hydrogen chloride in ether. There are obtained 2.15 g (65%) of [1S,2S]-6-fluoro-1,2,3,4-tetrahydro-1-isopropyl-2-[2-[methyl-[5-(1-methyl-2-benzimidazolyl)pentyl]amino]ethyl]-2-naphthyl carbanilate dihydrochloride, m.p. 157°-160°, as a colourless crystalline powder.

Provenance & Evidence