【药物名称】YM-53389
化学结构式(Chemical Structure):
参考文献No.547566
标题:Synthesis of the selective 5-hydroxytryptamine 4 (5-HT4) receptor agonist (+)-(S)-2-chloro-5-methoxy-4-[5-(2-piperidylmethyl)-1,2,4-oxadiazol-3-yl]aniline
作者:Suzuki, T.; Iwaoka, K.; Imanishi, N.; Nagakura, Y.; Miyata, K.; Nakahara, H.; Ohta, M.; Mase, T.
来源:Chem Pharm Bull 1999,47(1),120
合成路线图解说明:

Benzamide (II) was prepared by treatment of the benzotriazolyl ester (I) with ammonium hydroxide in DMF. Dehydration of amide (II) with phosphorus oxychloride gave rise to nitrile (III), and subsequent addition of hydroxylamine to the cyano group of (III) furnished the N-hydroxybenzamidine (IV). Cyclization of (IV) with methyl 2-piperidineacetate (V) in the presence of NaH produced the oxadiazole compound (VI). Racemic (VI) was resolved employing L-ditoluoyltartaric acid, and the desired (S)-enantiomer was finally converted to the corresponding hydrochloride salt.

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