【药物名称】NIDA-41020
化学结构式(Chemical Structure):
参考文献No.714383
标题:Synthesis, structure-activity relationship, and evaluation of SR141716 analogues: Development of central cannabinoid receptor ligands with lower lipophilicity
作者:Katoch-Rouse, R.; Pavlova, O.A.; Caulder, T.; Hoffman, A.F.; Mukhin, A.G.; Horti, A.G.
来源:J Med Chem 2003,46(4),642
合成路线图解说明:

Claisen condensation of the lithium enolate of 4-methoxypropiophenone (I) with diethyl oxalate leads to diketo ester (II). Treatment of (II) with 2,4-dichlorophenyl hydrazine (III), followed by cyclization of the resultant hydrazone (IV) in boiling AcOH furnishes the pyrazolecarboxylate (V). Alkaline hydrolysis of ester (V) yields carboxylic acid (VI), which is further activated as the acid chloride (VII) with SOCl2 in refluxing toluene. Finally, coupling of acid chloride (VII) with 1-aminopiperidine (VIII) produces the target hydrazide derivative.

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