-药物合成数据库

【药物名称】

化学结构式(Chemical Structure):

参考文献No.	49364
标题:	Trisubstd. oxazole derivs. as serotonin ligands
作者:	Kelly, M.G.; Greenblatt, L.P.; Nelson, F.C. (American Home Products Corp.)
来源:	US 6242448

合成路线图解说明: By condensation of azacycloheptan-2-one (I) with 1-bromododecane (II) by means of NaH in refluxing toluene.

合成路线图解说明: Coupling of piperazine (I) with chloro derivative (II) by means of K2CO3 and KI in acetone affords protected compound (III), which is then condensed with acid chloride (IV) by means of n-BuLi in THF to yield amide (V). Deprotection of (V) by hydrogenation over Pd/C in EtOH provides (VI), which is finally cyclized by treatment with POCl3 in DMF. Alternatively, the synthesis of the target product can be achieved by an analogous route: Acylation of amine (VII) with acid chloride (IV) by means of K2CO3 in CH2Cl2 provides amide (VIII), which is then cyclized by heating with POCl3 in DMF/benzene to give oxazole (IX). Finally, (IX) is condensed with piperazine (I) by means of K2CO3 and KI in acetone.

参考文献No.	589327
标题:	Novel trisubstituted oxazole derivatives as 5-HT1A receptor ligands
作者:	Schechter, L.E.; Smith, D.L.; Nelson, F.C.; Greenblatt, L.P.; Kelly, M.G.
来源:	220th ACS Natl Meet (Aug 20 2000, Washington DC) 2000,Abst MEDI 117

合成路线图解说明: Coupling of piperazine (I) with chloro derivative (II) by means of K2CO3 and KI in acetone affords protected compound (III), which is then condensed with acid chloride (IV) by means of n-BuLi in THF to yield amide (V). Deprotection of (V) by hydrogenation over Pd/C in EtOH provides (VI), which is finally cyclized by treatment with POCl3 in DMF. Alternatively, the synthesis of the target product can be achieved by an analogous route: Acylation of amine (VII) with acid chloride (IV) by means of K2CO3 in CH2Cl2 provides amide (VIII), which is then cyclized by heating with POCl3 in DMF/benzene to give oxazole (IX). Finally, (IX) is condensed with piperazine (I) by means of K2CO3 and KI in acetone.