Design, Synthesis and Biological Evaluation of Novel Piperazine Derivatives as CCR5 Antagonists
Figure 4
Synthesis of target piperazine derivatives 9a–h.
Reagents and conditions: a) CH3COONH4, CH2(COOH)2, C2H5OH, reflux, 12 h; b) LiAlH4, THF, 65°C, 3 h; c) corresponding benzoyl chlorides, Et3N, CH2Cl2, 0°C, 4 h; d) (COCl)2, DMSO, CH2Cl2, −78°C, 2 h; e) NaBH(OAc)3, Et3N, CH2Cl2, rt, 8 h.