OBC Adam EGFR OA final.pdf (2.06 MB)
Elaboration of tetra-orthogonally-substituted aromatic scaffolds towards novel EGFR-kinase inhibitors
journal contribution
posted on 2023-06-09, 02:14 authored by Adam J Close, Rhiannon N Jones, Cory A Ocasio, Paul Kemmitt, S Mark Roe, John SpencerJohn SpencerNitration of three regioisomers of bromo-fluorobenzaldehyde proceeds regioselectively, notably with H2SO4/HNO3 at 0 °C. The thereby synthesized tetrasubstituted aromatics, endowed with orthogonal substituents, can be elaborated via Pd-catalysed coupling, reduction and reductive amination reactions. As a test-case, these compounds were converted into EGFR inhibitors related to Gefitinib, whose activity was rationalised by docking studies.
Funding
Astra Zeneca regioselective transition metal mediated routes; G0878; AZ
History
Publication status
- Published
File Version
- Published version
Journal
Organic and Biomolecular ChemistryISSN
1477-0520Publisher
Royal Society of ChemistryExternal DOI
Volume
14Page range
8246-8252Department affiliated with
- Chemistry Publications
Full text available
- Yes
Peer reviewed?
- Yes
Legacy Posted Date
2016-07-26First Open Access (FOA) Date
2016-07-26First Compliant Deposit (FCD) Date
2016-07-25Usage metrics
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