N-(2-phenoxyethyl)propanamide -Drug Synthesis Database

【结构式】

【分子编号】28217

【品名】N-(2-phenoxyethyl)propanamide

【CA登记号】

【分子式】C₁₁H₁₅NO₂

【分子量】193.24564

【元素组成】C 68.37% H 7.82% N 7.25% O 16.56%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(I)

Reaction of 2-ethyloxazoline (A) with phenol (B) affords the propionamide (I). Treatment of (I) with phosgene yields the imino chloride (II), which is reacted with methylcarbazate to provide the amidrazone (III). Cyclodehydration of (III) gives the triazolone (IV). Alkylation of (IV) with 1-(3-chlorophenyl)-4-(3-chloropropyl) piperazine affords nefazodone, which is isolated as the hydrochloride salt.

参考文献中间体

合成目标

【1】 Fathi, N.H.; et al.; J Heterocycl Chem 1985, 22, 10, 1121.
【2】 Eison, M.S.; Smith, D.W.; Madding, G.D.; Taylor, D.P.; Nefazodone Hydochloride. Drugs Fut 1987, 12, 8, 758.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(B)	23540	Phenol	108-95-2	C₆H₆O	详情	详情
(A)	28216	2-ethyl-4,5-dihydro-1,3-oxazole	10431-98-8	C₅H₉NO	详情	详情
(I)	28217	N-(2-phenoxyethyl)propanamide		C₁₁H₁₅NO₂	详情	详情
(II)	28218	N-(2-phenoxyethyl)propanimidoyl chloride		C₁₁H₁₄ClNO	详情	详情
(III)	28219	methyl 2-[(Z)-1-[(2-phenoxyethyl)amino]propylidene]-1-hydrazinecarboxylate		C₁₃H₁₉N₃O₃	详情	详情
(IV)	28220	5-ethyl-4-(2-phenoxyethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one		C₁₂H₁₅N₃O₂	详情	详情
(V)	28221	1-(3-chlorophenyl)-4-(3-chloropropyl)piperazine	39577-43-0	C₁₃H₁₈Cl₂N₂	详情	详情
(C)	12556	methyl 1-hydrazinecarboxylate; methyl carbazate	6294-89-9	C₂H₆N₂O₂	详情	详情

Extended Information