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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. View Full-Text
Keywords: 5-aminopyrazole; solvent-free condensation; reductive amination; N-(5-pyrazolyl)imine; N-heterocyclic amine; secondary amine 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 Style

Becerra, 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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