56181-39-6Relevant articles and documents
PYRIMIDINE AND TRIAZINE DERIVATIVES AND THEIR USE AS AXL INHIBITORS
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Page/Page column 88, (2016/07/05)
Compounds of the general formula(I): (I) processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.
Synthesis of pyrimidine-modified NHC ruthenium-alkylidene catalysts and their application in RCM, CM, em and ROMP reactions
Wu, Guang-Long,Cao, Sheng-Li,Chen, Jian,Chen, Zili
, p. 6777 - 6784 (2013/01/15)
A new type of N-heterocyclic carbene bearing ruthenium olefin metathesis catalyst was prepared through the incorporation of a chelated pyrimidinyl methylene subunit, in which electron-rich substituents were attached to stabilize the ruthenium complexes. These catalysts were successfully used in various types of olefin metathesis reactions, including ring-closing metathesis (RCM), cross-metathesis (CM), enyne metathesis (EM), and ring-opening metathesis polymerization (ROMP) reactions. The results therein showed that the presence of an electron-deficient pyrimidine structure greatly enhanced the new NHC ruthenium complexes' catalytic activities. New N-heterocyclic carbene bearing ruthenium olefin metathesis catalysts were synthesized and applied in various types of olefin metathesis reactions, including ring-closing metathesis, cross-metathesis, enyne metathesis, and ring-opening metathesis polymerization reactions. Copyright
Process chemistry related to the experimental rice herbicide 2,2-dimethyl-1-(4-methylthio-5-pyrimidinyl)indane
Dietsche, Thomas J.,Gorman, David B.,Orvik, Jon A.,Roth, Gary A.,Shiang, William R.
, p. 275 - 285 (2013/09/07)
Two concise syntheses of the experimental rice herbicide 2,2-dimethyl-1-(4-methylthio-5-pyrimidinyl)indane are reported. The initial synthesis relies on a low-temperature addition of 5-lithio-4-methylthiopyrimidine to 2,2-dimethyl-1-indanone to construct the pyrimidinylindane system. Process improvements to this route are described and resulted in the preparation of 90 kg of the title compound on pilot plant scale. Economics dictated the need to identify a new synthetic route which utilized inexpensive raw materials. Detailed herein is the initial discovery of a new route which features a novel combination of dissolving metal reduction/formylation/cyclization to construct the requisite pyrimidine ring. Process improvements to this chemistry have allowed us to deliver an appropriately substituted pyrimidinylindane in a minimal number of synthetic operations.