Torisawa Yasuhiro, Nishi Takao, Minamikawa Jun-ichi
Process Research Laboratory, Second Tokushima Factory, Otsuka Pharmaceutical Co. Ltd., Kawauchi-cho, Tokushima, Japan.
Bioorg Med Chem. 2002 Dec;10(12):4023-7. doi: 10.1016/s0968-0896(02)00303-6.
Careful base and solvent optimization for catalytic amination is described. A Pd-catalyzed amination between some arylbromide and unprotected piperazine (1equiv) was efficiently carried out with Pd/BINAP catalyst in a toluene-DBU solvent system, which is useful for the one-pot preparation of unsymmetrical piperazine through amination and in-situ N-protection. Reaction with N-BOC-piperazine was also successful in toluene-DBU or more polar NMP with Cs(2)CO(3) as a key base. No reports have previously reported such solvent and base optimization in arylpiperazine synthesis.
描述了用于催化胺化的仔细的碱和溶剂优化。在甲苯 - DBU溶剂体系中，使用Pd/BINAP催化剂有效地进行了一些芳基溴化物与未保护的哌嗪（1当量）之间的钯催化胺化反应，这对于通过胺化和原位N - 保护一锅法制备不对称哌嗪很有用。在甲苯 - DBU或极性更强的NMP中，以Cs₂CO₃作为关键碱，与N - BOC - 哌嗪的反应也取得了成功。以前没有报道过在芳基哌嗪合成中进行这样的溶剂和碱优化。
