8-methoxy-4(1H)-quinolinone -Drug Synthesis Database

【结构式】

【分子编号】32780

【品名】8-methoxy-4(1H)-quinolinone

【CA登记号】

【分子式】C₁₀H₉NO₂

【分子量】175.187

【元素组成】C 68.56% H 5.18% N 8% O 18.27%

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：(XII)

The condensation of 8-methoxyquinolin-4(1H)-one (XII) with o-toluidine (VII) gives the secondary amine (XIII), which is brominated with NBS to the 3-bromo derivative (XIV). Finally, this compound is condensed with N-methoxy-N-methylbutyramide (XV) by means of BuLi 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
(XII)	32780	8-methoxy-4(1H)-quinolinone		C₁₀H₉NO₂	详情	详情
(XIII)	32781	8-methoxy-N-(2-methylphenyl)-4-quinolinamine; N-(8-methoxy-4-quinolinyl)-N-(2-methylphenyl)amine		C₁₇H₁₆N₂O	详情	详情
(XIV)	32782	N-(3-bromo-8-methoxy-4-quinolinyl)-N-(2-methylphenyl)amine; 3-bromo-8-methoxy-N-(2-methylphenyl)-4-quinolinamine		C₁₇H₁₅BrN₂O	详情	详情
(XV)	32783	N-methoxy-N-methylbutanamide		C₆H₁₃NO₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(XXI)

The condensation of 8-methoxyquinolin-4(1H)-one (XXI) with o-toluidine (VIII) gives the secondary amine (XXII), which is brominated with NBS to the 3-bromo derivative (XXIII). Finally, this compound is condensed with N-methoxy-N-methylbutyramide (XXIV) by means of BuLi to afford 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
(XXI)	32780	8-methoxy-4(1H)-quinolinone		C₁₀H₉NO₂	详情	详情
(XXII)	32781	8-methoxy-N-(2-methylphenyl)-4-quinolinamine; N-(8-methoxy-4-quinolinyl)-N-(2-methylphenyl)amine		C₁₇H₁₆N₂O	详情	详情
(XXIII)	32782	N-(3-bromo-8-methoxy-4-quinolinyl)-N-(2-methylphenyl)amine; 3-bromo-8-methoxy-N-(2-methylphenyl)-4-quinolinamine		C₁₇H₁₅BrN₂O	详情	详情
(XXIV)	32783	N-methoxy-N-methylbutanamide		C₆H₁₃NO₂	详情	详情

Extended Information