A continuous-flow reduction of (R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylacetamide, involved in the synthetic pathway of Mirabegron, has been developed. This study demonstrated the possibility to safely handling BH3complexes within microfluidic reactors using 2-MeTHF as greener alternative to traditional solvents, and without requiring any additive such as DMI. In addition, NMR and HPLC purity analysis revealed that the sole by-product of this process is the diamine 3, which wouldn't affect the following synthetic steps towards Mirabegron.

Targeting a Mirabegron precursor by BH3-mediated continuous flow reduction process

Carlucci, Claudia;
2018-01-01

Abstract

A continuous-flow reduction of (R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylacetamide, involved in the synthetic pathway of Mirabegron, has been developed. This study demonstrated the possibility to safely handling BH3complexes within microfluidic reactors using 2-MeTHF as greener alternative to traditional solvents, and without requiring any additive such as DMI. In addition, NMR and HPLC purity analysis revealed that the sole by-product of this process is the diamine 3, which wouldn't affect the following synthetic steps towards Mirabegron.
2018
Inglese
Inglese
308
81
85
5
http://www.sciencedirect.com/science/journal/09205861
Esperti anonimi
Amines
Borane complexes
Flow chemistry
Mirabegron
Reductions
Catalysis
Chemistry (all)
8
info:eu-repo/semantics/article
262
De Angelis, Sonia; Carlucci, Claudia; de Candia, Modesto; Rebuzzini, Gabriele; Celestini, Paolo; Riscazzi, Massimiliano; Luisi, Renzo; Degennaro, Leon...espandi
1 Contributo su Rivista::1.1 Articolo in rivista
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14085/19991
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