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Synthesis and Transformation of Methyl 2‐(6‐Hydroxy‐2‐phenylpyrimidin‐4‐yl)acetate: Simple Preparation of Pyrimidines with Heterocyclic Substituents
Author(s) -
Bevk David,
Grošelj Uroš,
Meden Anton,
Svete Jurij,
Stanovnik Branko
Publication year - 2007
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200790182
Subject(s) - chemistry , condensation , transformation (genetics) , simple (philosophy) , organic chemistry , combinatorial chemistry , stereochemistry , medicinal chemistry , biochemistry , physics , philosophy , epistemology , gene , thermodynamics
A simple and efficient synthesis of four new substituted pyrimidines, compounds 9a – d , from the title compound 3 is described. Conversion of 3 to methyl ( E )‐3‐(dimethylamino)‐2‐(6‐methoxy‐2‐phenylpyrimidin‐4‐yl)prop‐2‐enoate ( 4 ), followed by condensation with various dinucleophiles according to the ‘enaminone methodology’, afforded the target compounds 9 in medium‐to‐good yields.