Preparation of the HIV Attachment Inhibitor BMS-663068. Part 5. Selective C-7 Bromination of the 6-Azaindole Core
| Autor: | Boguslaw Mudryk, Martin D. Eastgate, Saravanababu Murugesan, Michael S. Bultman, Matthew R. Hickey, Francisco González-Bobes, Benjamin M. Cohen, David A. Conlon, Richard L. Schild, Fanfair Dayne Dustan, Victor W. Rosso, Ke Chen, Ivy Sabrina E, Neil A. Strotman, Jason T. Sweeney |
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| Rok vydání: | 2017 |
| Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry Human immunodeficiency virus (HIV) Halogenation 010402 general chemistry medicine.disease_cause 01 natural sciences 0104 chemical sciences chemistry.chemical_compound medicine Organic chemistry Physical and Theoretical Chemistry Protecting group Derivative (chemistry) |
| Zdroj: | Organic Process Research & Development. 21:1137-1144 |
| ISSN: | 1520-586X 1083-6160 |
| DOI: | 10.1021/acs.oprd.7b00132 |
| Popis: | We report research focused on the preparation of an advanced intermediate in the synthesis of a novel antiretroviral. This manuscript describes the development of an efficient oxidation of a 6-azaindole derivative, the bromination of the resulting N-oxide using PyBroP, the removal of the protecting group, and the isolation of the brominated azaindole product. The work reported herein has been successfully implemented in the multikilogram scale to fund development and clinical activities of BMS-663068. |
| Databáze: | OpenAIRE |
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