4-(4-amino-3-chlorophenoxy)-7-methoxyquinoline-6-carbonitrile -Drug Synthesis Database

【结构式】

【分子编号】67704

【品名】4-(4-amino-3-chlorophenoxy)-7-methoxyquinoline-6-carbonitrile

【CA登记号】　

【分子式】C₁₇H₁₂ClNO₂

【分子量】297.74052

【元素组成】C 68.58% H 4.06% Cl 11.91% N 4.7% O 10.75%

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)

Lenvatinib is prepared by condensation of 4-chloro-7-methoxyquinoline-6-carbonitrile (I) with 3-chloro-4-nitrophenol (II) in hot 2,6-lutidine to afford the 4-aryloxy quinoline (III), which by reduction of its nitro group by means of iron and ammonium chloride yields aniline (IV). Aniline (IV) is then condensed with cyclopropyl isocyanate (V), producing urea (VI), which is finally submitted to partial hydrolysis of the nitrile group under basic conditions .

参考文献中间体

合成目标

【1】 Funahashi, Y., Arimoto, I., Matsukura, M. et al. (Eisai R&D Management Co., Ltd.). Nitrogenous aromatic ring compounds. CA 2426461, EP 1415987, EP1506962, EP 1777218, JP 2005272474, JP 2009215313, US 2004953908, US 2006160832, US 2006247259, US 7253286, US 7612092, US 2010197911, US 2011118470, US 7973160, US 8372981, WO 2002032872.

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)	67702	4-chloro-7-methoxyquinoline-6-carbonitrile		C₁₁H₇ClN₂O	详情	详情
(II)	12599	3-Chloro-4-nitrophenol	491-11-2	C₆H₄ClNO₃	详情	详情
(III)	67703	4-(3-chloro-4-nitrophenoxy)-7-methoxyquinoline-6-carbonitrile		C₁₇H₁₀ClN₃O₄	详情	详情
(IV)	67704	4-(4-amino-3-chlorophenoxy)-7-methoxyquinoline-6-carbonitrile		C₁₇H₁₂ClNO₂	详情	详情
(V)	67705	cyclopropyl isocyanate	4747-72-2	C₄H₅NO	详情	详情
(VI)	67706	1-(2-chloro-4-((6-cyano-7-methoxyquinolin-4-yl)oxy)phenyl)-3-cyclopropylurea		C₂₁H₁₇ClN₄O₃	详情	详情

Extended Information