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Synthetic Chemistry
The synthesis of the members of the original focused array involved a 3-step protocol summarised below. Treatment of heterocycloalkenyl or heteroaryl amines with α-bromo ketone building blocks yielded 2-(pyridyl)imidazoles 2. Bromination with N-bromosuccinimide afforded 3-bromo-2-(pyridyl)imidazoles 3. Lastly, the desired 3-aryl-2-(pyridyl)imidazoles 4 were accessed via a Pd-catalysed Suzuki-Miyaura coupling.
Detailed synthetic protocols can be found here.
Throughout the project an eye should be kept on potential custom synthesis through e.g. Enamine, Mcule etc. Discussed here.
Related imidazopyridines pursued by DNDi were made using a one-pot procedure illustrated in the scheme below. General experimental procedures for this route can be found here.