Details

Autor(en) / Beteiligte

• Bysting, F
• Bugge, S
• Sundby, E
• Hoff, B. H

Titel

Investigation of Heck coupling on 6-bromo[2,3-d]thienopyrimidines for construction of new EGFR inhibitor lead structuresElectronic supplementary information (ESI) available: Contains kinase screen data and molecular docking and dynamics figures. See DOI: 10.1039/c7ra01961k

Erscheinungsjahr

2017-03

Quelle

EZB Free E-Journals

Beschreibungen/Notizen

• With the aim of identifying new lead structures for EGFR inhibition, a study of palladium catalysed Heck coupling between ( R )-6-bromo- N -(1-phenylethyl)thieno[2,3- d ]pyrimidin-4-amine and various acrylates was performed. The Heck coupling was highly dependent on type of catalyst, solvent, base type and the use of tetrabutylammonium chloride as additive. The products were stable in the dark, but underwent trans - cis isomerization upon exposure to light. Kinase profiling indicate that acrylates grafted on the [2,3- d ]thienopyrimidines is an attractive scaffold for identification of potent and highly selective EGFR inhibitors. With the aim of identifying new lead structures for EGFR inhibition, a study of palladium catalysed Heck coupling between ( R )-6-bromo- N -(1-phenylethyl)thieno[2,3- d ]pyrimidin-4-amine and various acrylates was performed.