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【结 构 式】 
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【分子编号】54812 【品名】2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline; 2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenylamine 【CA登记号】 |
【 分 子 式 】C16H14ClN3O3 【 分 子 量 】331.75828 【元素组成】C 57.93% H 4.25% Cl 10.69% N 12.67% O 14.47% |
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：(V)6,7-Dimethoxy-4-quinazolone (II) was prepared by condensation of methyl 4,5-dimethoxyanthranilate (I) with formamide at 160 C. Chlorination of (II) by means of phosphorus oxychloride provided the 4-chloro quinazoline (III). Substitution of the 4-chloro group of (III) by the sodium salt of 4-amino-3-chlorophenol (IV) gave rise to the quinazolinyl ether (V). Finally, condensation of amine (V) with triphosgene, followed by addition of n-propylamine furnished the title urea derivative.
| 【1】 Kubo, K.; Iwakubo, M.; Fujiwara, Y.; et al.; Synthesis and structure-activity relationship of quinazoline-urea derivatives as novel orally active VEGF tyrosine kinase selective inhibitors. Proc Am Assoc Cancer Res 2002, 43, Abst 913. |
| 【2】 Kubo, K.; Fujiwara, Y.; Isoe, T. (Kirin Brewery Co., Ltd.); Quinoline derivs. and quinazoline derivs.. EP 1153920; WO 0043366 . |
| 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) | 54810 | 2-Amino-4,5-dimethoxybenzoic acid methyl ester; Methyl 2-amino-4,5-dimethoxybenzoate; Methyl 4,5-dimethoxyanthranilate | 26759-46-6 | C10H13NO4 | 详情 | 详情 |
| (II) | 18684 | 6,7-dimethoxy-4(3H)-quinazolinone | 13794-72-4 | C10H10N2O3 | 详情 | 详情 |
| (III) | 23765 | 4-chloro-6,7-dimethoxyquinazoline; 4-chloro-6-methoxy-7-quinazolinyl methyl ether | C10H9ClN2O2 | 详情 | 详情 | |
| (IV) | 54811 | 4-amino-3-chlorophenol | C6H6ClNO | 详情 | 详情 | |
| (V) | 54812 | 2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]aniline; 2-chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenylamine | C16H14ClN3O3 | 详情 | 详情 |
Extended Information