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Synthesis of Bis[di(2-pyridyl)methyl]amine (BDPMA) by a Novel One-Pot Multi-Step Reductive Amination with Molecular Sieves and Zn/iPrOH (1998)

Renz, Michael ; Hemmert, Catherine ; Meunier, Bernard

Weinheim : Wiley-Blackwell

Liebigs Annalen 1998 (1998), S. 1271-1273

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ISSN: 1434-193X

Keywords: Reductive amination ; Zinc ; Pentadentate ligand ; Polypyridine ligand ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: Bis[di(2-pyridyl)methyl]amine (BDPMA) has been syn-thesized by refluxing di-2-pyridyl ketone and di-(2-pyridyl)methylamine in isopropanol in the presence of molecular sieves and acetic acid and subsequent reduction with zinc dust. The established methods for reductive amination, i.e. NaBH3CN, NaBH(OAc)3 and NaBH4, failed in the synthesis of BDPMA due to a disfavored equilibrium towards the imine formation and therefore long reaction times were required, involving side reactions. The presented method can be used on large-scales and tolerates aromatic heterocycles as functional groups.

Type of Medium: Electronic Resource

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