SPIROPIPERIDINES, METHODS OF THEIR SYNTHESIS (VARIANTS) Russian patent published in 2001 - IPC

FIELD: organic chemistry, chemical technology. SUBSTANCE: invention proposes spiropiperidines of the formula (I) or (II) where R₁ means aryl-(C₁-C₆-alkyl), C₃-C₇-cycloalkyl-(C₁-C₆-alkyl), aryl-(C₀-C₅-alkyl)-K-(C₁-C₆-alkyl), C₃-C₇-cycloalkyl-(C₀-C₅-alkyl)-K- -(C₁-C₅-alkyl) where K means O, S(O)_m/ ; aryl means phenyl, pyridyl and indolyl that can be substituted with 1-2 halogen atoms; R₂ is hydrogen atom; R_3a and R_3в are hydrogen, halogen atom, C₁-C₅-alkyl; R₄ and R₅ are hydrogen atom, C₁-C₆-alkyl substituted with 1-3 hydroxy-groups; R₆ is hydrogen atom; A means the group -(CH₂)_x-C(R₇)(R_7a)- where x = 0 or 1; R₇ and R_7a mean C₁-C₆-alkyl being one of B, D, E, F means C(R₈)(R₁₀), O, C=O, S(O)_m,NR₉ being B, D, E or F can absent providing the formation of 5,6-membered ring; R₈ and R₁₀ mean hydrogen atom; R₉ means -aryl where can be substituted with halogen atom, C₁-C₄-alkyl and others; is hydrogen atom or C₁-C₄-alkyl; q = 0, 1; m = 0, 1 or 2; n = 1; G, H, I and J mean carbon or sulfur atoms and at least one of that is heteroatom and one of G, H, I and J can absent optionally that provides the formation of 5-membered heterocyclic or 6-membered aromatic ring, and its pharmaceutical salts and individual diastereoisomers. Method of synthesis of compound of the formula (I) or (II) involves interaction of compound (4) or (4a) with compound of the formula HOOC-A-N-R₄R₅ or HOOC-A-N-(R₄)L where L means protective group which is removed if it presents. Method of synthesis of compound of the formula (I) or (II) involves interaction of compound of the formula (2) or (2a) with compound of the formula (12) or (12a) where L means protective group which is removed. Synthesized compounds increase the content of endogenous growth hormone in humans and animals. Invention relates to also pharmaceutical composition used for increase of endogenous producing and secretion of human or animal growth hormone. EFFECT: improved methods of synthesis, valuable medicinal and pharmacological properties. 11 cl, 1 tbl, 56 ex