32955-21-8Relevant articles and documents
Deprotection of N-Boc Groups under Continuous-Flow High-Temperature Conditions
Li, Bryan,Li, Ruizhi,Dorff, Peter,McWilliams, J. Christopher,Guinn, Robert M.,Guinness, Steven M.,Han, Lu,Wang, Ke,Yu, Shu
, p. 4846 - 4855 (2019/01/30)
The scope of thermolytic, N-Boc deprotection was studied on 26 compounds from the Pfizer compound library, representing a diverse set of structural moieties. Among these compounds, 12 substrates resulted in clean (≥95% product) deprotection, and an additional three compounds gave ≥90% product. The thermal de-Boc conditions were found to be compatible with a large number of functional groups. A combination of computational modeling, statistical analysis, and kinetic model fitting was used to support an initial, slow, and concerted proton transfer with release of isobutylene, followed by a rapid decarboxylation. A strong correlation was found to exist between the electrophilicity of the N-Boc carbonyl group and the reaction rate.
Synthetic method of Dasatinib intermediate
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Paragraph 0034; 0035, (2017/02/02)
The invention discloses a synthetic method of a Dasatinib intermediate. The method comprises the steps that compound 3-alkoxy acrylate shown in formula I, urea and potassium sulphide are subjected to contact reaction under the catalysis of nanometer copper powder to obtain Dasatinib intermediate 2-amino-thiazole-5-formate, wherein R1 and R2 are methyl, ethyl or propyl independently. According to the method for preparing the Dasatinib intermediate, the conditions are mild, the yield is effectively improved, pollution caused by bromine treatment to environment is reduced, and meanwhile the production cost is reduced due to the fact that cheap raw material urea is adopted.
The synthesis of 3-pyrazinyl-imidazo[1,2-a]pyridines from a vinyl ether
Collins, Michael Raymond,Huang, Qinhua,Ornelas, Martha A.,Scales, Stephanie A.
scheme or table, p. 3528 - 3530 (2010/08/22)
A new method has been developed for the synthesis of 3-pyrazinyl-imidazo[1, 2-a]pyridines. 2-Chloro-6-[(Z)-2-ethoxyethenyl]pyrazine was treated with N-bromosuccinimide in dioxane-water to generate the 2-bromo-2-(6-chloropyrazin- 2-yl)-1-ethoxyethanol intermediate. In a subsequent one-pot step, optional treatment with various 2-aminopyridines provided the cyclized 3-pyrazinyl-imidazo[1,2-a]pyridines in 31-76% yields.