METHOD OF PRODUCING [(3-HYDROXYPYRIDINE-2-CARBONYL)AMINO]ALKANOIC ACIDS, ESTERS AND AMIDES Russian patent published in 2016 - IPC C07D213/79 C07D213/803 C07D213/81 

Abstract RU 2602083 C2

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing a compound of formula: , where R1 is an optionally substituted phenyl; L is a binding group of formula: -(CR7a R7b)n-, where R7a and R7b are hydrogen; R8 is hydrogen; and index n equals 1; or a pharmaceutically acceptable salt thereof, involving: A) reaction of boric acid or ester thereof of formula: , where Y is OR20, R20 is hydrogen, with 3,5-dihalo-2-cyanopyridine presented by formula: , each Z independently represents chlorine or bromine, in presence of a catalyst to form optionally substituted in position 5 phenyl-3-halo-2-cyanopyridine of formula: ; B) reaction of optionally substituted in position 5 phenyl-3-halo-2-cyanopyridine obtained at step (A), with an alkoxide anion of formula: , where R2 is C1-C-6alkyl, to form a 5 optionally substituted in position 5 phenyl-3-alkoxy-2-cyanopyridine, presented by formula: ; C) reaction of optionally substituted in position 5 phenyl-3-alkoxy-2-cyanopyridine, obtained at step (B), with an acid to produce optionally substituted in position 5 phenyl-3-hydroxy-2-carboxypyridine of formula: ; D) reacting optionally substituted in position 5 phenyl-3-hydroxy-2-carboxypyridine, obtained at step (C), with an amino acid, represented by formula: where X is -OR3; R3 is C1-C6alkyl; and e) hydrolysis of compound obtained at step D). Invention also relates to a method of producing a compound of formula: .

EFFECT: technical result is obtaining [(3-hydroxypyridine-2-carbonyl)amino]alkanoic acids, esters and amides thereof using a novel simplified method.

12 cl, 3 dwg, 5 ex

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RU 2 602 083 C2

Authors

Lentir Kristofer M.

Gorin Boris

Audenes Jan

Dikson Krejg Edvard

Lju Alan Kigbo

Kopp Dzhejms Densmor

Janush Dzhon Majkl

Dates

2016-11-10Published

2012-06-05Filed