

THE POTENTIAL OF EMPLOYING SUBSTITUTED BIS[3-HYDROXY-2-(PYRIMIDIN-2-YL)-2Н-PYRAZOL-4-YL]METHANE FOR THE SYNTHESIS OF SYMMETRICAL N,O-MACROHETEROCYCLES WITH A DIOXACYCLOALKANE CENTRAL FRAGMENT

Abstract
O-cyclialkylation of substituted bis[3-hydroxy-2-(pyrimidin-2-yl)-2H-pyrazol-4-yl]methane by α,ω-dibromoalkanes with a hydrocarbon chain length of up to three CH2 groups has been carried out. A novel pyrazolophane, 1,6-dioxacycloundecane with symmetrically annulated fragments of 1-(pyrimidin-2-yl)-1H-pyrazole, was isolated and characterized as a result of this reaction. The precursor bridged heterocycle was obtained by condensation of the corresponding 2-(pyrimidin-2-yl)-2H-pyrazol-3-ol with formaldehyde in a 2:1 molar ratio.
Keywords
bis[3-hydroxy-2-(pyrimidin-2-yl)-2Н-pyrazol-4-yl]methane, α,ω-dibromoalkanes, formaldehyde, pyrazolophane, 2-(pyrimidin- 2-yl)-2H-pyrazol-3-ol, condensation, O-cyclialkylation.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv