A new synthesis of 2-(hetero)aryl-substituted pyrazines

Tetrahedron Letters

Volumn 50, Issue 14, 2009, Pages 1618-1621

  Kodimuthali, Arumugam ^a,b   Chary, B Chandra ^a   Prasunamba, Padala Lakshmi ^b   Pal, Manojit ^a  

^a Matrix Laboratories Limited   (India)

^b OSMANIA UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

PYRAZINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 60249090714     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.01.110     Document Type: Article

References (23)

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19. 4, and concentrated under vacuum. The residue was purified by column chromatography to afford the expected products.
20. 6) 161.7, 158.6 (2C), 150.3, 147.0, 144.0, 142.0, 108.0, 90.9 (2C), 55.7 (2C), 55.4; HPLC purity 99.99%.
21. While the corresponding isomeric products were not isolated from the reaction mixtures of 1 and 2a-g, their formation cannot be ruled out completely as the yields of pure desired products, that is, 3a-g were not very high.
22. Rao, Y. K.; Pal, M.; Sharma, V. M.; Venkateswarlu, A.; Pillaresetti, R. U.S. Patent Application US 2005/0119269 A1, June 2, 2005.
23. A possible alternative pathway for a phenol heteroarylation may be proposed which includes initial formation of an O-heteroaryl ether followed by its subsequent catalytic isomerization to the desired product. However, this pathway can be ruled out because of the fact that the intermediate ether was not isolated even in trace quantity from the reaction mixture of 1 and a phenol, for example, 2a or 2b or 2f.