Multi-component reactions between 2-aminopyrimidine, aldehydes and isonitriles: The use of a nonpolar solvent suppresses formation of multiple products

Tetrahedron Letters

Volumn 47, Issue 6, 2006, Pages 947-951

  Parchinsky, Vladislav Z ^a   Shuvalova, Olga ^a   Ushakova, Olga ^a   Kravchenko, Dmitry V ^a   Krasavin, Mikhail ^a  

^a Chemical Diversity Research Institute   (Russian Federation)

Author keywords

Ammonium chloride; Combinatorial chemistry; Imidazo 1,2 a pyrimidine; Toluene; Ugi reaction

Indexed keywords

2 AMINOPYRIMIDINE; IMIDAZOLE[1,2 A]PYRIMIDINE; ISONITRILE DERIVATIVE; PYRIMIDINE DERIVATIVE; TOLUENE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CRYSTALLIZATION; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; PRECIPITATION; SOLVENT EFFECT; SYNTHESIS;

EID: 30344436379     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.11.152     Document Type: Article

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13. Omitting the imine formation step resulted in significant reduction the yields of 4. Longer reaction times prior to addition of ammonium chloride and isonitrile 3 did not improve the yields. The unstable imine intermediate could not be detected by TLC due to hydrolysis on silica gel.
14. 4O requires 330.3927.