Procedure for preparing amino-bencil-cyclanol derivatives of analgesic activity for animals of sangre caliente. (Machine-translation by Google Translate, not legally binding)

摘要

Procedure for preparing amino-benzyl-cyclanol derivatives of analgesic activity for warm-blooded animals that respond to the general formula **(See formula)** in which R1 is hydrogen, lower alkyl, or lower alkylcarbonyl; R2 is lower alkylamino, N-lower alkyl-II-methylamino, N-phenyl lower (N) -N-methylamino, 1-pyrrolidinyl, 4-morpholino, N-lower alkenyl-N-methylamino, N-cycloalkylmethyl -N-methylamino, or N-oxo-N-lower alkyl-N-methylamino; X is hydrogen, hydroxy, lower alkoxy, lower alkoxymethoxy, lower alkylcarbonyloxy or halogen and n is an integer from 3 to. 6; and its pharmaceutically acceptable acid addition salts, characterized in that in its implementation it comprises the succession of the following steps: treating in a first step with a Grignard methyl reagent a compound of the formula **(See formula)** in which R2, X and n have the meaning indicated above, to form the product of formula (A), where R1 is hydrogen, then separating if desired the compound of formula (A) from its trans epimer or optionally if desired, continuing the treatment in another series of subsequent reaction steps according to known methods, which consist of etherifying or esterifying the product, before or after the separation of the trans epimer, resulting in a compound of formula (A) where R1 is lower alkyl or lower alkylcarbonyl, optionally directing the etherification or esterification of the product of formula (A), where X is hydroxyl, to form a product of formula (A), where X is lower alkoxy, lower alkoxymethoxy or lower alkylcarbonyloxy and alternative and successively hydrolyze a product of formula (A), where X is lower alkoxymethoxy, resulting in a product of formula (A) where X is hydroxyl; or also hydrogenolize a product of the formula (A), where R2 is R-benzyl-N-lower alkylamino, resulting in a product of the formula (A), where R2 or lower alkylamino likewise treat a product of the formula (A), where R2 is N-lower alkyl-N-methylamino with a peracid resulting in a product of formula (A), where R2 is N-oxo-N-lower alkyl-N-methylamino or also treat a product of the formula (A), where R2 is methylamino, with a lower alk-2-enyl halide resulting in a product of formula (A), where R2 is R-lower alkenyl-N-methylamino, or rent a product of the formula (A), where R2 is methylamino, resulting in a product of formula (A), where R2 is N-lower alkyl-N-methylamino, N-cycloalkylmethyl-N-methylamino, or N-phenylalkyl (lower) - N-methylamino; and, stopping the process at any of the convenient steps, and finally, if desired, treating the free base form of a product of formula (A) with a pharmaceutically acceptable acid to form its correspondingly acceptable acid addition salt. in pharmacy. (Machine-translation by Google Translate, not legally binding)