PROCESS FOR PREPARING ACETYLENE DERIVATIVES OF CHROMAN OF THIOCHROMAN Russian patent published in 1994 - IPC

FIELD: medicine. SUBSTANCE: the product: acetylene derivatives of chroman of the formula 1 reported in the specification wherein R₁, R₂, R₄, R₅ is C₁-C₆-alkyl; R₃ is H or C₁-C₆-alkyl; X is 0 or S; A is phenyl or pyridyl; n is 0; B is C(O)OR₆; R₆ is C₁-C₆-alkyl and also chroman or thiochroman derivatives of the formula II reported in the specification wherein R₁, R₂, R₄, R₅ is C₁-C₆=alkyl; R₃ is H or C₁-C₆-alkyl; X is 0 or S; Z is H. Reagent 1: a compound of the formula I wherein R₁-R₅ is as defined above; Z is H or a metal ion or a metal ion bonded with an anion, the metal ion forming with an ethynyl group a salt of the compound of the formula I. Reagent 2: a compound of the formula III reported in the specification: X′ - A - (CH₂) n-B, wherein X′ is Hal; A, B and n are as defined above. Reaction conditions: in the presence of one or two catalysts, i.e. when Z is H, the catalyst used is copper (I) iodide and Pd(PQ₃)₂Cl₂ wherein Q is phenyl, and when Z is ZnCl(+), the catalyst used is Pd(PQ₃)₄ wherein Q is phenyl. Compounds of the formula I provide 80% suppression of TFA caused by ODC activity at JC₈₀ of 0.12-0.67. EFFECT: improved properties of the resulting compounds. 3 cl