Process Development and Large-Scale Synthesis of a c-Met Kinase Inhibitor

Autor: Stewart, Gavin W., Brands, Karel M. J., Brewer, Sarah E., Cowden, Cameron J., Davies, Antony J., Edwards, John S., Gibson, Andrew W., Hamilton, Simon E., Katz, Jason D., Keen, Stephen P., Mullens, Peter R., Scott, Jeremy P., Wallace, Debra J., Wise, Christopher S.
Zdroj: Organic Process Research & Development; 20240101, Issue: Preprints
Abstrakt: A highly convergent synthesis of c-Met kinase inhibitor 1has been demonstrated on a multikilogram scale using three key fragments: dihalotricyclic core 2, chiral sulfamide side chain 3, and pyrazole boronic ester 4. The chirality in sulfamide side chain 3was installed using the cheap and readily available starting material (S)-epichlorohydrin. A total of 2.71 kg of 1were isolated in seven steps (the longest linear sequence).
Databáze: Supplemental Index