109575-04-4Relevant academic research and scientific papers
Azine and Diazine Functionalization Using 2,2,6,6-Tetramethylpiperidino-Based Lithium-Metal Combinations: Application to the Synthesis of 5,9-Disubstituted Pyrido[3′,2′:4,5]pyrrolo[1,2- c ]pyrimidines
Marquise, Nada,Nguyen, Tan Tai,Chevallier, Floris,Picot, Laurent,Thiéry, Valérie,Lozach, Olivier,Bach, Stéphane,Ruchaud, Sandrine,Mongin, Florence
supporting information, p. 2811 - 2816 (2015/12/18)
The synthesis of triaryl methanols was investigated by reacting different 4-metalated 2-substituted pyrimidines with diaryl ketones, the latter being generated by deprotocupration-aroylation of azine and diazine substrates. Cyclization of the triaryl meth
Deprotonative metalation of chloro- and bromopyridines using amido-based bimetallic species and regioselectivity-computed CH acidity relationships
Snegaroff, Katia,Nguyen, Tan Tai,Marquise, Nada,Halauko, Yury S.,Harford, Philip J.,Roisnel, Thierry,Matulis, Vadim E.,Ivashkevich, Oleg A.,Chevallier, Floris,Wheatley, Andrew E. H.,Gros, Philippe C.,Mongin, Florence
experimental part, p. 13284 - 13297 (2012/02/03)
A series of chloro- and bromopyridines have been deprotometalated by using a range of 2,2,6,6-tetramethylpiperidino-based mixed lithium-metal combinations. Whereas lithium-zinc and lithium-cadmium bases afforded different mono- and diiodides after subsequent interception with iodine, complete regioselectivities were observed with the corresponding lithium-copper combination, as demonstrated by subsequent trapping with benzoyl chlorides. The obtained selectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase and as a solution in THF by using the DFT B3LYP method.
Regio- And chemoselective metalation of chloropyrimidine derivatives with TMPMgCl·LiCl and TMP2Zn·2MgCl2·2 LiCl
Mosrin, Marc,Knochel, Paul
experimental part, p. 1468 - 1477 (2009/08/07)
Efficient zincation and magnesiation of chlorinated pyrimidines can be performed at convenient temperatures (e.g., 25 and 55°C) by using TMPMgCl·LiCl and TMP2Zn·2 MgCl2·2LiCl (TMP = 2,2,6,6-tetramethylpiperidyl) as effective bases. Q
Synthesis and biological evaluation of pteridine and pyrazolopyrimidine based adenosine kinase inhibitors
Gomtsyan, Arthur,Didomenico, Stanley,Lee, Chih-Hung,Stewart, Andrew O.,Bhagwat, Shripad S.,Kowaluk, Elizabeth A.,Jarvis, Michael F.
, p. 4165 - 4168 (2007/10/03)
Three new approaches have been tested to modify existing pyridopyrimidine and alkynylpyrimidine classes of nonnucleoside adenosine kinase inhibitors 2 and 3. 4-Amino-substituted pteridines 8a-e were generally less active than corresponding 5- and 6-substituted pyridopyrimidines 2. Pyrazolopyrimidine 13c with IC50=7.5nM was superior to its open chain alkynylpyrimidine analog 13g (IC50=22nM) while pyrrolopyrimidines such as 17a were inactive.
Synthesis of 4-Amino-3-pyridinyl and 4-Amino-5-pyrimidinyl Aryl Ketones and Related Compounds via an ortho-Lithiation Reaction
Radinov, Rumen,Haimova, Marietta,Simova, Ekaterina
, p. 886 - 891 (2007/10/02)
4-Chloropyridine and 4,6-dichloropyrimidine react regioselectively with lithium diisopropylamide to give 4-chloro-3-lithiopyridine and 4,6-dichloro-5-lithiopyrimidine, respectively.These intermediates react with benzaldehydes to give (4-chloro-3-pyridinyl
