| Full text | |
| Author(s): |
Total Authors: 3
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| Affiliation: | [1] Univ Campinas UNICAMP, Inst Chem, BR-13083970 Campinas, SP - Brazil
Total Affiliations: 1
|
| Document type: | Journal article |
| Source: | REACTION CHEMISTRY & ENGINEERING; v. 5, n. 5, p. 865-872, MAY 1 2020. |
| Web of Science Citations: | 5 |
| Abstract | |
Herein, the urate anion exchange transporter 1 (URAT1) inhibitor lesinurad is synthesized from commercially available building blocks by a five-step linear continuous flow sequence. Our previously developed continuous flow platform was successfully applied to generate the 3-thio-1,2,4-triazole key intermediate 2 in 88% yield, after 55 minutes of residence time. Condensation, cyclization and S-alkylation were telescoped in a single operation without conducting solvent exchanges and intermediate purifications. Next, 1,2,4-triazole bromination and ester hydrolysis were also performed in continuous flow regime to deliver lesinurad in 68% overall yield in a total residence time of 2 hours. Our approach enables the fast generation of lesinurad and can be directly applied to produce major quantities of this important API. (AU) | |
| FAPESP's process: | 14/25770-6 - New frontiers in cross-coupling reactions promoted by palladium: combining enantioselective catalysis, C-H activations, new materials and in flux reactions aiming at high efficiency and sustainability in synthetic processes |
| Grantee: | Carlos Roque Duarte Correia |
| Support Opportunities: | Research Projects - Thematic Grants |
| FAPESP's process: | 14/26378-2 - Development of methodologies and synthetic processes employing a new technological platform: micro and meso reactor assisted synthesis of natural products and derivatives with potential pharmacological activity |
| Grantee: | Júlio Cezar Pastre |
| Support Opportunities: | Research Grants - Young Investigators Grants |
| FAPESP's process: | 15/18572-6 - Continuous flow synthesis of 3-thio-1,2,4-triazoles and biological evaluation |
| Grantee: | Mariana Celestina Frojuello Costa Bernstorff Damião |
| Support Opportunities: | Scholarships in Brazil - Doctorate |
| FAPESP's process: | 13/07607-8 - OCRC - Obesity and Comorbidities Research Center |
| Grantee: | Licio Augusto Velloso |
| Support Opportunities: | Research Grants - Research, Innovation and Dissemination Centers - RIDC |
| FAPESP's process: | 18/25233-1 - Continuous flow synthesis of biomass-derivatives |
| Grantee: | Henrique Magri Marçon |
| Support Opportunities: | Scholarships in Brazil - Master |