A Scalable Synthesis of Roxadustat (FG-4592) was written by Pisa, Ondrej;Radl, Stanislav;Cerna, Igor;Sembera, Filip. And the article was included in Organic Process Research & Development in 2022.Safety of Methyl 2-bromo-4-fluorobenzoate This article mentions the following:
A scalable five-step protocol for synthesis of roxadustat, an orally administered hypoxia-inducible factor-Pr hydroxylase inhibitor (HIF-PHI), were developed with an emphasis placed on aspects of medicinal chem. The isoquinoline core of the mol. was prepared using a purposefully designed cyclocondensation in which both the cyclocondensation and demasking of the groups being condensed is promoted by a common acid agent in one step. Roxadustat were obtained pure in a very competitive overall yield across all reaction steps and in compliance with permissible residual Pd level in API. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Safety of Methyl 2-bromo-4-fluorobenzoate).
Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Safety of Methyl 2-bromo-4-fluorobenzoate
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary