Version 1
: Received: 19 July 2024 / Approved: 22 July 2024 / Online: 22 July 2024 (08:06:19 CEST)
How to cite:
Bui, T. T. C.; Luu, H. L.; Luong, T. T.; Nguyen, T. N.; Ngo, H. D.; Dao, N. S. H.; Nguyen, V. G.; Nguyen, D. L.; Trinh, N. T.; Nguyen, V. H. An Alternative Method to Synthesize N,2,3-Trimethyl-2H-indazol-6-amine as a Key Component in the Preparation of Pazopanib. Preprints2024, 2024071689. https://doi.org/10.20944/preprints202407.1689.v1
Bui, T. T. C.; Luu, H. L.; Luong, T. T.; Nguyen, T. N.; Ngo, H. D.; Dao, N. S. H.; Nguyen, V. G.; Nguyen, D. L.; Trinh, N. T.; Nguyen, V. H. An Alternative Method to Synthesize N,2,3-Trimethyl-2H-indazol-6-amine as a Key Component in the Preparation of Pazopanib. Preprints 2024, 2024071689. https://doi.org/10.20944/preprints202407.1689.v1
Bui, T. T. C.; Luu, H. L.; Luong, T. T.; Nguyen, T. N.; Ngo, H. D.; Dao, N. S. H.; Nguyen, V. G.; Nguyen, D. L.; Trinh, N. T.; Nguyen, V. H. An Alternative Method to Synthesize N,2,3-Trimethyl-2H-indazol-6-amine as a Key Component in the Preparation of Pazopanib. Preprints2024, 2024071689. https://doi.org/10.20944/preprints202407.1689.v1
APA Style
Bui, T. T. C., Luu, H. L., Luong, T. T., Nguyen, T. N., Ngo, H. D., Dao, N. S. H., Nguyen, V. G., Nguyen, D. L., Trinh, N. T., & Nguyen, V. H. (2024). An Alternative Method to Synthesize <em>N</em>,2,3-Trimethyl-2<em>H</em>-indazol-6-amine as a Key Component in the Preparation of Pazopanib. Preprints. https://doi.org/10.20944/preprints202407.1689.v1
Chicago/Turabian Style
Bui, T. T. C., Nguyen Trieu Trinh and Van Hai Nguyen. 2024 "An Alternative Method to Synthesize <em>N</em>,2,3-Trimethyl-2<em>H</em>-indazol-6-amine as a Key Component in the Preparation of Pazopanib" Preprints. https://doi.org/10.20944/preprints202407.1689.v1
Abstract
Due to its application as an anti-cancer drug, pazopanib (1) has attracted the interest of many researchers and several studies on pazopanib synthesis have been reported over the years. This paper provides a novel route for synthesizing N,2,3-trimethyl-2H-indazol-6-amine (5) which is a crucial building block in the synthesis of pazopanib from 3-methyl-6-nitro-1H-indazole (6). By alternating between the reduction and two methylation steps compound 5 was obtained in comparable yield (55.0%) to what has been reported (54%). Noteworthy, the last step of N2-methylation also yielded N,N,2,3-tetramethyl-2H-indazol-6-amine (5’) as a new compound ever reported. Furthermore, the data presented in this paper can serve as instrumental for future research aimed at further refining the synthesis process of pazopanib.
Chemistry and Materials Science, Medicinal Chemistry
Copyright:
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
