Synthesis of amides from imines using Et<sub>3</sub>SiH/Zn system

Ghaffarzadeh, Mohammad; Heidarifard, Somaye; Faraji, Fereshteh; Joghan, Somaye Shahrivari

doi:10.1002/aoc.1870

Cited by 5 publications

(2 citation statements)

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“…Ghaffarzadeh et al suggested a method for fentanyl synthesis by the reduction of Schiff base 2.22.d in the presence of propionic anhydride (Scheme ). , The reaction yielded 280 mg of the product (84%) with an RME of 26%.…”

Section: Drugs Affecting the Central Nervous Systemmentioning

confidence: 99%

Reductive Amination in the Synthesis of Pharmaceuticals

et al. 2019

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Reductive amination plays a paramount role in pharmaceutical and medicinal chemistry owing to its synthetic merits and the ubiquitous presence of amines among biologically active compounds. It is one of the key approaches to C–N bond construction due to its operational easiness and a wide toolbox of protocols. Recent studies show that at least a quarter of C–N bond-forming reactions in the pharmaceutical industry are performed via reductive amination. This Review concisely compiles information on 71 medical substances that are synthesized by reductive amination. Compounds are grouped according to the principle of action, which includes drugs affecting the central nervous system, drugs affecting the cardiovascular system, anticancer drugs, antibiotics, antiviral and antifungal medicines, drugs affecting the urinary system, drugs affecting the respiratory system, antidiabetic medications, drugs affecting the gastrointestinal tract, and drugs regulating metabolic processes. A general synthetic scheme is provided for each compound, and the description is focused on reductive amination steps. The green chemistry metric of reaction mass efficiency was calculated for all reactions.

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Section: Drugs Affecting the Central Nervous Systemmentioning

confidence: 99%

Reductive Amination in the Synthesis of Pharmaceuticals

et al. 2019

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“…The amide linkages appear as an important structural component in peptides, many natural polymeric products, and pharmaceuticals. They are not only the primary chemical links between proteins and pharmaceuticals, but they are also the foundation for some of the most commonly used synthetic polymers [1,4,8] . Heating a mixture of amine and an acid, Jursic, and Zdravkovski [9] have elucidated as the method of choice for the direct synthesis of many amides.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of some New 3,3'-(1,4-Phenylene) Bis (1-(4-Aminophenyl) Prop-2-en-1-one) Amide Derivatives

Al-Khalaf¹

2022

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A new amide derivative series [A1-A8] was prepared in good yield by direct reflux condensation of bis-chalcone [3,3'-(1,4-phenylene) bis (1-(4-aminophenyl) prop-2-en-1-one)] with different carboxylic acids and acrylamide in the presence of a suitable solvent and amount of sodium hydroxide (NaOH). The structures of the synthesized amide were characterized by various spectral techniques, including FTIR (Fourier-Transform Infrared Spectroscopy), 1H-NMR (Proton Nuclear. Magnetic Resonance Spectroscopy), and mass spectroscopy, and the resultant spectra confirmed the expected structure of the prepared bis-chalcone derivative.

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ChemInform Abstract: Synthesis of Amides from Imines Using Et₃SiH/Zn System.

et al. 2012

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Synthesis of Amides from Imines Using Et 3 SiH/Zn System. -The amide formation under mild conditions provides the desired products in good yields within short times. The method can also be applied to produce fentanyl (V), widely used narcotic analgesic. -(GHAFFARZADEH*, M.; HEIDARIFARD, S.; FARAJI, F.; JOGHAN, S. S.; Appl. Organomet. Chem. 26 (2012) 3, 103-107, http://dx.doi.org/10.1002/aoc.1870 ; Chem. Chem. Eng. Res. Cent., Tehran, Iran; Eng.) -S. Adam 30-087

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Synthesis of amides from imines using Et₃SiH/Zn system

Cited by 5 publications

References 40 publications

Reductive Amination in the Synthesis of Pharmaceuticals

Reductive Amination in the Synthesis of Pharmaceuticals

Synthesis and Characterization of some New 3,3'-(1,4-Phenylene) Bis (1-(4-Aminophenyl) Prop-2-en-1-one) Amide Derivatives

ChemInform Abstract: Synthesis of Amides from Imines Using Et₃SiH/Zn System.

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Synthesis of amides from imines using Et3SiH/Zn system

Cited by 5 publications

References 40 publications

Reductive Amination in the Synthesis of Pharmaceuticals

Reductive Amination in the Synthesis of Pharmaceuticals

Synthesis and Characterization of some New 3,3'-(1,4-Phenylene) Bis (1-(4-Aminophenyl) Prop-2-en-1-one) Amide Derivatives

ChemInform Abstract: Synthesis of Amides from Imines Using Et3SiH/Zn System.

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Synthesis of amides from imines using Et₃SiH/Zn system

ChemInform Abstract: Synthesis of Amides from Imines Using Et₃SiH/Zn System.