An Alternative Indazole Synthesis for Merestinib
| Autor: | Yu Lu, David Mitchell, Jared W. Fennell, Todd D. Maloney, Ramesh Subbiah, Kevin P. Cole, Balakumar Ramadas |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Indazole
010405 organic chemistry Chemistry Organic Chemistry 010402 general chemistry Ring (chemistry) 01 natural sciences Combinatorial chemistry 0104 chemical sciences Design for manufacturability Benzaldehyde chemistry.chemical_compound Aniline Nucleophilic aromatic substitution Nitration Physical and Theoretical Chemistry |
| Zdroj: | Organic Process Research & Development. 22:409-419 |
| ISSN: | 1520-586X 1083-6160 |
| Popis: | A new synthesis of a key indazole-containing building block for the MET kinase inhibitor merestinib was designed and demonstrated. Crucial to the successful construction of the challenging indazole is an SNAr reaction, which forges the heterocyclic ring. Continuous processing was applied to two of the five steps: nitration of a benzaldehyde and high-temperature hydrolysis of an aniline to phenol. Compared to a highly developed historical route, the new route shows clear benefits in terms of product quality and potentially manufacturability and robustness. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|