An Expedient Approach for the Synthesis of TAM and MET Receptor Kinase Inhibitor’s Core (<i>R</i>)-2-((4-(4-Amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1<i>H</i>-pyrazolo[3,4-<i>b</i>]pyridin-3-yl)amino)propan-1-ol
A scalable synthetic route to the kinase inhibitor's core (R)-2-((4-(4-amino-2-fluorophenoxy)-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)amino)propan-1-ol targeting TAM and MET kinases is presented. A selective nucleophilic aromatic substitution (SNAr) reaction was developed as the key transformation along with a Cu-catalyzed C–N coupling reaction. This route comprises fewer steps (four steps) compared to the six-step sequence previously reported in the literature, delivering significantly improved overall yield.
Authors
- Bairong Liu
- Xianfang Zhu (ORCID: https://orcid.org/0000-0002-0950-2977)
- Biao Li (ORCID: https://orcid.org/0009-0001-8451-7677)
- Shovan Mondal (ORCID: https://orcid.org/0000-0002-5386-5118)
- Sudarshan Debnath (ORCID: https://orcid.org/0000-0001-7122-2135)
Institutions
- Nanjing Jiangning Hospital (CN)
Publication Details
- Journal
- Organic Process Research & Development
- Published
- 2025-08-04
- DOI
- https://doi.org/10.1021/acs.oprd.5c00219
- Citations
- 1
- Primary Topic
- Phagocytosis and Immune Regulation
- Type
- article
- Field-Weighted Citation Impact
- 0.80