【药物名称】PD-150714
化学结构式(Chemical Structure):
参考文献No.523549
标题:Identification and characterization of m1 selective muscarinic receptor antagonists
作者:Augelli-Szafran, C.E.; Blankley, C.J.; Jaen, J.C.; Moreland, D.W.; Nelson, C.B.; Penvose-Yi, J.R.; Schwarz, R.D.; Thomas, A.J.
来源:J Med Chem 1999,42(3),356
合成路线图解说明:

Treatment of oxazolylpyridine (I) with phenyllithium in THF at -78 C yielded the 4-phenyl dihydropyridine (II), which was aromatized to phenylpyridine (III) with sulfur in refluxing toluene. Hydrolysis of the oxazoline group of (III) with HCl afforded the phenylnicotinic acid (IV). This was converted to acid chloride (V) using SOCl2 and a catalytic amount of DMF, and subsequently condensed with n-hexyl alcohol (VI) in the presence of diisopropylethylamine to give ester (VII). Quaternization of the pyridine ring of (VII) with EtI in refluxing acetonitrile furnished pyridinium salt (VIII). Finally, reduction of this salt with NaBH4 in aqueous MeOH provided a mixture of the target tetrahydropyridine (X) and its isomer (IX) that were separated by flash chromatography.

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