【药物名称】Y-39241
化学结构式(Chemical Structure):
参考文献No.43328
标题:Pyrrolidine cpds. and medicinal utilization thereof
作者:Kuroita, T.; Nakagawa, H.; Fujio, M. (Welfide Corporation)
来源:EP 1125922; WO 0026186
合成路线图解说明:

Condensation of (S)-3-amino-1-benzylpyrrolidine (I) with 1-adamantanecarbonyl chloride (II) by means of Et3N in dichloromethane affords amide (III), which is then debenzylated by hydrogenolysis over Pd/C and hydrazine monohydrate to provide amine (IV). Subsequent N-alkylation of (IV) with tosylate (V) in acetonitrile in the presence of K2CO3 furnishes the corresponding alylated compound (VI), which is finally converted into the desired hydrochloride monohydrate derivative by first treatment with HCl:isopropanol in ethyl acetate followed by recrystallization in EtOH:H2O using activated carbon.

参考文献No.599291
标题:N-[1-(2-phenylethyl)pyrrolidin-3-yl]-1-adamantanecarboxamides as novel 5-HT2 receptor antagonists
作者:Fujio, M.; Kuroita, T.; Sakai, Y.; Nakagawa, H.; Matsumoto, Y.
来源:Bioorg Med Chem Lett 2000,10(21),2457
合成路线图解说明:

Condensation of (S)-3-amino-1-benzylpyrrolidine (I) with 1-adamantanecarbonyl chloride (II) by means of Et3N in dichloromethane affords amide (III), which is then debenzylated by hydrogenolysis over Pd/C and hydrazine monohydrate to provide amine (IV). Subsequent N-alkylation of (IV) with tosylate (V) in acetonitrile in the presence of K2CO3 furnishes the corresponding alylated compound (VI), which is finally converted into the desired hydrochloride monohydrate derivative by first treatment with HCl:isopropanol in ethyl acetate followed by recrystallization in EtOH:H2O using activated carbon.

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