-Drug Synthesis Database

【结构式】

【药物名称】

【化学名称】(±)-N-[2-(7-Methoxynaphthalen-1-yl)propyl]butyramide

【CA登记号】

【分子式】C₁₈H₂₃NO₂

【分子量】285.38951

【开发单位】CNRS (Originator)

【药理作用】PSYCHOPHARMACOLOGIC DRUGS, Sleep Disorders, Treatment of, Melatonin Agonists

合成路线1

Alkylation of (7-methoxy-1-naphthyl)acetonitrile (I) with iodomethane in the presence of NaH gave the corresponding naphthylpropionitrile (II), which was reduced to amine (III) by catalytic hydrogenation over Raney-Ni. Finally, condensation of (III) with butyryl chloride in the presence of triethylamine provided the title butyramide.

参考文献中间体

【1】 Andrieux, J.; Jellimann, C.; Langlois, M.; Mathé-Allainmat, M.; le Gall, M.; Synthesis of beta-substituted naphth-1-yl ethylamido derivatives as new melatoninergic agonists. Bioorg Med Chem 1999, 7, 12, 2945.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	15967	propanoyl chloride; propionyl chloride	79-03-8	C₃H₅ClO	详情	详情
(I)	36604	2-(7-methoxy-1-naphthyl)acetonitrile		C₁₃H₁₁NO	详情	详情
(II)	36605	2-(7-methoxy-1-naphthyl)propanenitrile		C₁₄H₁₃NO	详情	详情
(III)	36606	2-(7-methoxy-1-naphthyl)-1-propanamine; 2-(7-methoxy-1-naphthyl)propylamine		C₁₄H₁₇NO	详情	详情

Extended Information

Drug NewChemical Entity Original Patent(1)