8-(2-methoxyethoxy)-2-phenyl-4-quinolinecarboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】27089

【品名】8-(2-methoxyethoxy)-2-phenyl-4-quinolinecarboxylic acid

【CA登记号】

【分子式】C₁₉H₁₇NO₄

【分子量】323.34832

【元素组成】C 70.58% H 5.3% N 4.33% O 19.79%

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：(IV)

Quinoline (IV) was prepared by condensation of 2-(2-methoxyethyl)aniline (I), pyruvic acid (II) and benzaldehyde (III) in refluxing EtOH. After activation of (IV) as the imidazolide (V) by means of 1,1'-carbonyldiimidazole in DMF, its condensation with guanidine (VI) in the same solvent yielded the corresponding acyl guanidine.

参考文献中间体

合成目标

【1】 Doebner, O.; Ueber alpha-alkylcinchoninsauren. Ber 1887, 20, 277-80.
【2】 Pfitzinger, W.; Chinolinederivate aus isatinsaure. J Prakt Chem 1886, 33, 100.
【3】 Kitamori, T.; Hosoya, J.; Mori, H.; Banno, H.; Kibayashi, K.; Yamashita, H.; Fujiwara, J.; MS-31-038. Drugs Fut 1999, 24, 12, 1306.
【4】 Fujiwara, J.; Mori, H.; Yamashita, H.; Kitamori, T.; Hosoya, J.; Banno, H. (Mitsui Chemicals, Inc.); Quinoline-4-carbonylguanidine derivates, process for producing the same and pharmaceutical compsns. containing the cpds.. EP 0726254; JP 1996277269; US 5627193 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	27088	2-(2-methoxyethoxy)aniline		C₉H₁₃NO₂	详情	详情
(II)	24066	2-oxopropionic acid	127-17-3	C₃H₄O₃	详情	详情
(III)	10498	Benzaldehyde;Benzoic aldehyde;Phenylmethanal	100-52-7	C₇H₆O	详情	详情
(IV)	27089	8-(2-methoxyethoxy)-2-phenyl-4-quinolinecarboxylic acid		C₁₉H₁₇NO₄	详情	详情
(V)	27090	1H-imidazol-1-yl[8-(2-methoxyethoxy)-2-phenyl-4-quinolinyl]methanone		C₂₂H₁₉N₃O₃	详情	详情
(VI)	14790	Guanidine	113-00-8	CH₅N₃	详情	详情

Extended Information