N-(2-aminoethyl)-4-morpholinecarboxamide; 4-[N-(2-Aminoethyl)carbamoyl]morpholine -Drug Synthesis Database

【结构式】

【分子编号】32153

【品名】N-(2-aminoethyl)-4-morpholinecarboxamide; 4-[N-(2-Aminoethyl)carbamoyl]morpholine

【CA登记号】

【分子式】C₇H₁₅N₃O₂

【分子量】173.21512

【元素组成】C 48.54% H 8.73% N 24.26% O 18.47%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(II)

The reaction of 1-(p-benzyloxyphenoxy)-2,3-epoxypropane (I) with 4-[N-(2-aminoethyl)carbamoyl]morpholine (II) by means of KOH in isopropanol gives 1-(p-benzyloxyphenoxy)-3-[2-(morpholinocarbonamido)ethylamino]-2-propanol (III), which is debenzylated by treatment with H2 over Pd/C in ethanol acetic acid and treated with a solution of fumaric acid in ethanol.

参考文献中间体

合成目标

【1】 Main, B.G.; Barlow, J.J. (AstraZeneca plc); Morpholine carboxamides and use thereof. FR 2391997; JP 53147038; US 4143140; US 4172150 .
【2】 Blancafort, P.; Serradell, M.N.; Thorpe, P.J.; Castaner, J.; ICI-118,587. Drugs Fut 1982, 7, 8, 571.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	23808	Fumaric acid; (E)-2-butenedioic acid	110-17-8	C₄H₄O₄	详情	详情
(I)	32152	Benzyl 4-(2-oxiranyloxy)phenyl ether; 2-[4-(Benzyloxy)phenoxy]oxirane; 1-(p-Benzyloxyphenoxy)-2,3-epoxypropane		C₁₅H₁₄O₃	详情	详情
(II)	32153	N-(2-aminoethyl)-4-morpholinecarboxamide; 4-[N-(2-Aminoethyl)carbamoyl]morpholine		C₇H₁₅N₃O₂	详情	详情
(III)	32154	N-[2-([3-[4-(Benzyloxy)phenoxy]-2-hydroxypropyl]amino)ethyl]-4-morpholinecarboxamide; 1-(p-Benzyloxyphenoxy)-3-[2-(morpholinocarbonamido)ethylamino]-2-propanol		C₂₃H₃₁N₃O₅	详情	详情

合成路线2

该中间体在本合成路线中的序号：(X)

Morpholine (VI) was treated with carbonyl diimidazole (VII), and the resulting imidazolide (VIII) was further condensed with ethylenediamine (IX) to give urea (X). Reaction of epoxide (V) with amine (X) furnished the title compound.

参考文献中间体

合成目标

【1】 Iguchi, S.; Kawamura, M.; Miyamoto, T. (Ono Pharmaceutical Co., Ltd.); Novel esters of phenylalkanoic acid. EP 0397031; JP 1991072475; JP 1994073044; US 5013734 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(V)	48334	[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-[4-[(2S)oxiranylmethoxy]phenyl]propanoate		C₁₈H₂₄O₆	详情	详情
(VI)	10388	Morpholine	110-91-8	C₄H₉NO	详情	详情
(VII)	11353	1,1'-Carbonyldiimidazole; Di(1H-imidazol-1-yl)methanone; N,N-Carbonyldiimidazole; 1,1'-Carbonylbis(1H-imidazole)	530-62-1	C₇H₆N₄O	详情	详情
(VIII)	48336	1H-imidazol-1-yl(4-morpholinyl)methanone		C₈H₁₁N₃O₂	详情	详情
(IX)	14754	ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine	107-15-3	C₂H₈N₂	详情	详情
(X)	32153	N-(2-aminoethyl)-4-morpholinecarboxamide; 4-[N-(2-Aminoethyl)carbamoyl]morpholine		C₇H₁₅N₃O₂	详情	详情

Extended Information