3-(tert-Butyl)-N-(4-methoxybenzyl)-1-methyl-1H-pyrazol-5-amine
Escuela de Ciencias Química, Facultad de Ciencias, Universidad Pedagógica y Tecnológica de Colombia, Avenida Central del Norte 39-115, Tunja 150003, Colombia
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Academic Editor: Fawaz Aldabbagh
Molbank 2021, 2021(1), M1196; https://doi.org/10.3390/M1196
Received: 21 February 2021 / Revised: 7 March 2021 / Accepted: 7 March 2021 / Published: 10 March 2021
(This article belongs to the Special Issue Heterocycle Reactions)
We reported an efficient one-pot two-step synthesis of 3-(tert-butyl)-N-(4-methoxybenzyl)-1-methyl-1H-pyrazol-5-amine 3 in good yield by a solvent-free condensation/reduction reaction sequence starting from 3-(tert-butyl)-1-methyl-1H-pyrazol-5-amine 1 and p-methoxybenzaldehyde 2. The one-pot reductive amination proceeded by the formation in situ of the N-(5-pyrazolyl)imine 4 as key synthetic intermediate of other valuable pyrazole derivatives. This methodology is distinguished by its operational easiness, short reaction time, isolation and purification of the aldimine intermediate is not required. The structure of the synthesized N-heterocyclic amine 3 was fully characterized by FTIR-ATR, 1D and 2D NMR experiments, EIMS, and elemental analysis.
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Keywords:
5-aminopyrazole; solvent-free condensation; reductive amination; N-(5-pyrazolyl)imine; N-heterocyclic amine; secondary amine
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MDPI and ACS Style
Becerra, D.; Rojas, H.; Castillo, J.-C. 3-(tert-Butyl)-N-(4-methoxybenzyl)-1-methyl-1H-pyrazol-5-amine. Molbank 2021, 2021, M1196. https://doi.org/10.3390/M1196
AMA Style
Becerra D, Rojas H, Castillo J-C. 3-(tert-Butyl)-N-(4-methoxybenzyl)-1-methyl-1H-pyrazol-5-amine. Molbank. 2021; 2021(1):M1196. https://doi.org/10.3390/M1196
Chicago/Turabian StyleBecerra, Diana; Rojas, Hugo; Castillo, Juan-Carlos. 2021. "3-(tert-Butyl)-N-(4-methoxybenzyl)-1-methyl-1H-pyrazol-5-amine" Molbank 2021, no. 1: M1196. https://doi.org/10.3390/M1196
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