Synthetic study on the unique dimeric arylpiperazine: access to the minor contaminant of aripiprazole.
The dimeric derivative of aripiprazole was synthesized via the two notable synthetic technologies as a key step: (1) efficient aldehyde bis-arylation by Bi(OTf)(3) and (2) facile Wynberg amination at room temperature. The synthesis has established the structural identity with the minor contaminant sometimes present in Aripiprazole.
Torisawa
Yasuhiro
Y
Process Research Laboratory, Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd., Kawauchi-cho, Japan. torisawa@fact.otsuka.co.jp
Shinhama
Koichi
K
Nishi
Takao
T
Minamikawa
Jun-ichi
J
D000586:Amination; D014150:Antipsychotic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D000068180:Aripiprazole; D019281:Dimerization; D004340:Drug Contamination; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry
D014150:Antipsychotic Agents; D010879:Piperazines; D015363:Quinolones; D000068180:Aripiprazole