206564-03-6Relevant articles and documents
Efficient synthesis of 4- And 5-substituted 2-aminopyrimidines by coupling of β-Chlorovinyl Aldehydes and Guanidines
Komendantova, Anna S.,Komkov, Alexander V.,Volkova, Yulia A.,Zavarzin, Igor V.
supporting information, p. 4247 - 4254 (2018/08/24)
A general, practical, and simple synthesis of functionalized 2-aminopyrimidines starting from β-chlorovinyl aldehydes and amidines is reported. In the presence of potassium carbonate, various ketones have been efficiently transformed into the pyrimidine derivatives by a two-step sequence involving the Vilsmeier-Haack reaction followed by a condensation reaction with guanidines. The protocol is distinguished by operational simplicity, inexpensive reagents, and functional-group tolerance. In many cases, pure solid products can be obtained in high to excellent yields without using column chromatography. The synthetic value of the method was demonstrated by the efficient synthesis of steroidal pyrimidines and a precursor of the antitumor agents Imatinib and Mocetinostat.
Synthesis and biological evaluation of tricyclic anilinopyrimidines as IKKβ inhibitors
Crombie, Aimee L.,Sum, Fuk-Wah,Powell, Dennis W.,Hopper, Darrin W.,Torres, Nancy,Berger, Dan M.,Zhang, Yixian,Gavriil, Maria,Sadler, Tammy M.,Arndt, Kim
scheme or table, p. 3821 - 3825 (2010/08/20)
A series of tricyclic anilinopyrimidines were synthesized and evaluated as IKKβ inhibitors. Several analogues, including tricyclic phenyl (10, 18a, 18c, 18d, and 18j) and thienyl (26 and 28) derivatives were shown to have good in vitro enzyme potency and excellent cellular activity. Pharmaceutical profiling of a select group of tricyclic compounds compared to the non-tricyclic analogues suggested that in some cases, the improved cellular activity may be due to increased clog P and permeability.
The preparation of heterocyclic appended vinylogous iminium salts and their application to the regioselective preparation of biheterocyclic systems
Gupton, John T.,Petrich, Scott A.,Hicks, Fred A.,Wilkinson, Doug R.,Vargas, Marian,Hosein, Kirsten N.,Sikorski, James A.
, p. 689 - 702 (2007/10/03)
The synthesis of heterocyclic appended vinylogous iminium salts is described along with their conversion to heterocyclic appended pyrimidines, triazolopyrimidines, and pyrroles.
