METHOD OF OBTAINING N-SUBSTITUTED 2-CYANOPYRROLIDINES Russian patent published in 2009 - IPC C07D207/16 

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of obtaining N-(N'-substituted glycyl)-2-cyanopyrrolidine with formulae IA and IB; (IA) or (IG), where R' is hydroxyl, C_1-7alkoxy group, C_1-8alkanoyloxy group or R"'R""N-C(O)O-, where R"' and R"" are independently C_1-7alkyl or phenyl, which is not substituted or substituted with a substitute, chosen from C_1-7alkyl, C_1-7alkoxy group, halogen and trifluoromethyl, and where R'" additionally represents hydrogen; or R' and R" are independently C_1-7-alkyl; in form of a free base or acid addition salt, involving (a) reaction of formula (V) compound, where X₁ and X₃ independently represent a halogen; X₂ is a halogen, OH, O-C(=O)-CH₂X₃, -O-SO₂-(C_1-8)alkyl or -O-SO₂-(aryl), with L- prolineamide in the presence of dimethylformamide, subsequent reaction (b) of the obtained compound with halogen (halogenalkylene)dialkylammonium as a dehydrating agent, without extraction of the obtained compound, subsequent reaction (c) of the obtained compound with the corresponding amine with formula (VI), without extraction of the obtained compound, in the presence of a base H₂NR (VI), where R is substituted adamantyl, described above, and (d) extraction of the obtained compound in form of a free base or acid addition salt.

EFFECT: method allows for obtaining desired product without extraction of toxic intermediate compounds.

3 cl, 2 ex