ethyl 4-chloro-8-methoxy-3-quinolinecarboxylate -Drug Synthesis Database

【结构式】

【分子编号】32791

【品名】ethyl 4-chloro-8-methoxy-3-quinolinecarboxylate

【CA登记号】

【分子式】C₁₃H₁₂ClNO₃

【分子量】265.69592

【元素组成】C 58.77% H 4.55% Cl 13.34% N 5.27% O 18.07%

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：(XXVI)

The cyclization of (XVIII) in refluxing POCl3 gives 4-chloro-8-methoxyquinoline-3-carboxylic acid ethyl ester (XXVI), which is condensed with o-toluidine (VII) in refluxing dioxane yielding the secondary amine (XXVII). Finally, this compound is condensed with propylmagnesium chloride (XXIV) to afford the target compound.

参考文献中间体

合成目标

【1】 Atkins, R.J.; et al.; Synthetic routes to quinoline derivatives: Novel syntheses of 3-butyryl-8-methoxy-4-[(2-methylphenyl)amini]quinoline and 3-butyryl-8-(2-hydroxyethoxy)-4-[(2-methylphenyl)amino]quin. Org Process Res Dev 1997, 1, 3, 185.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VII)	15511	o-toluidine; 2-methylphenylamine;2-Methylaniline；2-Aminotoluene;1-Amino-2-methylbenzene;1-Methyl-2-aminobenzene; ortho-Toluidine	95-53-4	C₇H₉N	详情	详情
(XVIII)	32784	diethyl 2-[(2-methoxyanilino)methylene]malonate		C₁₅H₁₉NO₅	详情	详情
(XXIV)	32790	Chloro(propyl)magnesium	2234-82-4	C₃H₇ClMg	详情	详情
(XXVI)	32791	ethyl 4-chloro-8-methoxy-3-quinolinecarboxylate		C₁₃H₁₂ClNO₃	详情	详情
(XXVII)	32792	ethyl 8-methoxy-4-(2-toluidino)-3-quinolinecarboxylate		C₂₀H₂₀N₂O₃	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XXXV)

The cyclization of (XXVII) in refluxing POCl3 gives 4-chloro-8-methoxyquinoline-3-carboxylic acid ethyl ester (XXXV), which is condensed with o-toluidine (VIII) in refluxing dioxane yielding the secondary amine (XXXVI). Finally, this compound is condensed with propylmagnesium chloride (XXXIII) to afford the intermediate (XII).

参考文献中间体

合成目标

【1】 Atkins, R.J.; et al.; Synthetic routes to quinoline derivatives: Novel syntheses of 3-butyryl-8-methoxy-4-[(2-methylphenyl)amini]quinoline and 3-butyryl-8-(2-hydroxyethoxy)-4-[(2-methylphenyl)amino]quin. Org Process Res Dev 1997, 1, 3, 185.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VIII)	15511	o-toluidine; 2-methylphenylamine;2-Methylaniline；2-Aminotoluene;1-Amino-2-methylbenzene;1-Methyl-2-aminobenzene; ortho-Toluidine	95-53-4	C₇H₉N	详情	详情
(XII)	32799	1-[8-methoxy-4-(2-toluidino)-3-quinolinyl]-1-butanone		C₂₁H₂₂N₂O₂	详情	详情
(XXVII)	32784	diethyl 2-[(2-methoxyanilino)methylene]malonate		C₁₅H₁₉NO₅	详情	详情
(XXXIII)	32790	Chloro(propyl)magnesium	2234-82-4	C₃H₇ClMg	详情	详情
(XXXV)	32791	ethyl 4-chloro-8-methoxy-3-quinolinecarboxylate		C₁₃H₁₂ClNO₃	详情	详情
(XXXVI)	32792	ethyl 8-methoxy-4-(2-toluidino)-3-quinolinecarboxylate		C₂₀H₂₀N₂O₃	详情	详情

Extended Information