PD-188669-药物合成数据库

【药物名称】PD-188669

化学结构式(Chemical Structure):

参考文献No.	546378
标题:	Novel series of 4-benzyl-N-(4-imidazole-1-alkynyl)piperidines as potent subtype selective NMDA receptor antagonists
作者:	Boxer, P.A.; Woodward, R.M.; Meltzer, L.T.; D'Wise, L.; Gregory, T.F.
来源:	218th ACS Natl Meet (Aug 22 1999, New Orleans) 1999,Abst MEDI 94

合成路线图解说明: Coupling of 3-butyn-1-ol (I) with 4-iodo-1-phenylsulfonylimidazole (II) in the presence of CuI and Pd(PPh3)4 afforded the imidazolylbutynol (III), which was activated as the tosylate (IV) with p-toluenesulfonyl chloride in pyridine. Subsequent displacement of the tosylate group of (IV) by 4-benzylpiperidine (V) using NaHCO3 in hot DMF produced the corresponding N-(imidazolylbutynyl)piperidine with simultaneous cleavage of the benzenesulfonyl protecting group.

参考文献No.	553515
标题:	Discovery of subtype-selective NMDA receptor ligands: 4-benzyl-1-piperidinylalkynylpyrroles, pyrazoles and imidazoles as NR1A/2B antagonists
作者:	Wright, J.L.; Gregory, T.F.; Boxer, P.A.; Meltzer, L.T.; Serpa, K.A.; Wise, L.D.
来源:	Bioorg Med Chem Lett 1999,9(19),2815

合成路线图解说明: Coupling of 3-butyn-1-ol (I) with 4-iodo-1-phenylsulfonylimidazole (II) in the presence of CuI and Pd(PPh3)4 afforded the imidazolylbutynol (III), which was activated as the tosylate (IV) with p-toluenesulfonyl chloride in pyridine. Subsequent displacement of the tosylate group of (IV) by 4-benzylpiperidine (V) using NaHCO3 in hot DMF produced the corresponding N-(imidazolylbutynyl)piperidine with simultaneous cleavage of the benzenesulfonyl protecting group.