Preparation of Weinreb amides using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM).
Weinreb amides were successfully prepared from the corresponding carboxylic acids using 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride (DMT-MM) in the solvents, methanol, isopropyl alcohol, and acetonitrile, which can solubilize DMT-MM. A variety of carboxylic acids were converted to the corresponding Weinreb amides in excellent yields by simply mixing with DMT-MM and N,O-dimethylhydroxylamine hydrochloride.
Hioki
Kazuhito
K
Faculty of Pharmaceutical Sciences and High Technology Research Center, Kobe Gakuin University, Japan.
Kobayashi
Hiroko
H
Ohkihara
Rumi
R
Tani
Shohei
S
Kunishima
Munetaka
M
D019840:2-Propanol; D000097:Acetonitriles; D000577:Amides / Q000138:chemical synthesis*; D002264:Carboxylic Acids / Q000737:chemistry; D007202:Indicators and Reagents; D000432:Methanol; D009025:Morpholines / Q000737:chemistry*; D012997:Solvents
C467606:4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; D000097:Acetonitriles; D000577:Amides; D002264:Carboxylic Acids; D007202:Indicators and Reagents; D009025:Morpholines; D012997:Solvents; D019840:2-Propanol; D000432:Methanol; C032159:acetonitrile