METHOD OF PRODUCING 2-AMINO-5,8-DIMETHOXY[1,2,4]TRIAZOLO[1,5-C]PYRIMIDINE FROM 4-CHLORO-2,5-DIMETHOXYPYRIMIDINE Russian patent published in 2017 - IPC C07D487/04 C07D239/52 

Abstract RU 2635352 C2

FIELD: chemistry.

SUBSTANCE: invention relates to the method of producing 2-amino-5,8-dialkoxy[1,2,4]triazolo[1,5-c]pyrimidines of formula (I), where R is C1-C4 alkyl that comprises i) contacting 4-chloro-2,5-dialkoxypyrimidine of formula with cyanamide salt in a polar aprotic solvent to produce 2,5-dialkoxy-4-cyanoaminopyrimidine of formula ; ii) contacting 2,5-dialkoxy-4-cyanoaminopyrimidine with hydroxylamine either as a free base or as hydroxylamine salt in the presence of a base to produce 2,5-dialkoxy-4-hydroxyguanidinylpyrimidine of formula ; and iii) cyclizing 2,5-dialkoxy-4-hydroxyguanidinyl pyrimidine by treatment with alkyl chloroformate to produce 2-amino-5,8-dialkoxy[1,2,4]triazolo[1,5-c]pyrimidine (I). The invention also relates to the method of producing 2-amino-5,8-dialkoxy[1,2,4]triazolo[1,5-c] pyrimidines of formula (I) by cyclizing 2,5-dialkoxy-4-hydroxyguanidinylpyrimidine; and to the compounds of formula , .

EFFECT: simplifying the technology for the production of a compound of formula I without the use of hydrazine and halogeno cyan.

22 cl, 6 ex

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RU 2 635 352 C2

Authors

Blend Duglas K.

Rot Gari

Bott Krejg

Khemilton Kristofer T.

Nyuman Dzhozef

Dates

2017-11-13Published

2013-09-10Filed