Patent ID: 6242386
Filing Date: 2001-06-05
Classification: A61P,C07B,C07C

Abstract:
A process for preparing (1R,2S,4R)-(-)-2-[(2'-{N,N-dimethylamino}-ethoxy)]-2-[phenyl]-1,7,7-tri-[m ethyl]-bicyclo [2,2,1]heptane of Formula ##STR8##or a pharmaceutically acceptable acid addition salt thereof, which comprises converting (+)-1,7,7-tri-[methyl]-bicyclo[2,2,1]heptane-2-one {(+)-camphor} of Formula ##STR9##into (1R,2S,4R)-(-)-2-[phenyl]-1,7,7-tri-[methyl]-bicyclo [2,2,1] heptane-2-ol of Formula ##STR10##by reacting the former with a metallo-organic compound, if necessary carrying out a decomposition of the reaction product, and reacting the (1 R,2S,4R)-(-)-2-[phenyl]-1,7,7-tri-[methyl]-bicyclo[2,2,1]heptane-2-ol of Formula III thus obtained with a (2-{halogeno}-ethyl)-dimethylamine in the presence of a basic salt forming agent in an organic solvent and, if desired, converting the base (1R,2S,4R)-(-)-2-[(2'-{N,N-dimethylamino}-ethoxy)]-2-[phenyl]-1,7,7-tri-[m ethyl]-bicyclo[2,2,1]heptane of Formula I thus obtained into a salt, wherein the reaction of (1R,2S,4R)-(-)-2-[phenyl]-1,7,7-tri-[methyl]-bicyclo[2,2,1]heptane-2-ol Formula III and (2-{halogeno}-ethyl)-dimethylamine is carried out in a medium containing 1 or more compounds [compound(s)] having a 5- or 6-membered saturated heterocyclic ring with 2 oxygen ring atoms as a solvent.