METHOD OF N-SUBSTITUTED 3β-AMINONORTROPANE PRODUCTION Russian patent published in 2009 - IPC C07D451/04 C07D451/00 C07D491/02 A61K31/46 A61P43/00 

FIELD: chemistry; pharmacology.

SUBSTANCE: method involves production of N-substituted 3β-aminonortropanes of formula I or one of acid-additive salts , where R¹ represents optionally substituted residue chosen from group, including C₁-C₈alkyl, C₂-C₈alkenyl, C₃-C₈cycloalkyl and C₆-C₁₀aryl-C₁-C₈alkyl, characterised that either a) related 3-oxonortropane of formula IIA reacts with arylmethylamine of formula IIIA H₂N-CH₂-Ar (IIIA) where Ar stands for optionally substituted phenyl residue or optionally substituted 5 or 6-merous heteroaromatic residue with at least one heteroatom chosen from group including N, O and S, or b) related 3α-aminonortropane of formula IIB reacts with arylaldehyde of formula IIIB O-CH-Ar (IIIB). Produced in each case imine of formula IVA or IVB is transformed to thermodynamically stable tautomer, respectively isomer of formula V , then hydrolysed and if required transformed to related acid-additive salt.

EFFECT: produced compounds of formula I are valuable intermediate in chemical synthesis of various pharmaceutical reactants or represent pharmaceutical reactant, first of all as NMDA-receptor modulators; method allows for high-yield commercial production of high-purity 3-aminonortropanes.

9 cl, 4 ex