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【结 构 式】

【分子编号】30570

【品名】ethyl 2-amino-7-isopropyl-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylate

【CA登记号】

【 分 子 式 】C18H18N2O4

【 分 子 量 】326.352

【元素组成】C 66.25% H 5.56% N 8.58% O 19.61%

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)

The reaction of 6-isopropyl-4-oxo-4H-1-benzopyran-3-carbonitrile (I) with morpholine (A) and DMF in hot water gives 2-amino-6-isopropyl-4-oxo-4H-1-benzopyran-3-carboxaldehyde (II), which is cyclized with ethyl cyanoacetate (III) by means of piperidine (B) in refluxing ethanol yielding ethyl 2-amino-7-isopropyl-1-azaxanthone-3-carboxylate (IV). Finally, this compound is saponified by a treatment with sulfuric acid in refluxing acetic acid water.

1 Nohara, A.; Sugihara, H.; Ukawa, K. (Takeda Chemical Industries, Ltd.); 1-Azaxanthone-3-carboxylic acid. BE 0864647; DE 2809720; FR 2383185; GB 1597024; GB 1597025; JP 78111096; JP 78111097; JP 7988298; US 4143042; US 4255576; US 4299963 .
2 Serradell, M.N.; Castaner, J.; AA-673. Drugs Fut 1984, 9, 5, 311.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(B) 10158 Piperidine 110-89-4 C5H11N 详情 详情
(A) 10388 Morpholine 110-91-8 C4H9NO 详情 详情
(I) 30568 6-isopropyl-4-oxo-4H-chromene-3-carbonitrile C13H11NO2 详情 详情
(II) 30569 2-amino-6-isopropyl-4-oxo-4H-chromene-3-carbaldehyde C13H13NO3 详情 详情
(III) 11877 Cyanoacetic acid ethyl ester; Ethyl 2-cyanoacetate; Ethyl cyanoacetate; Ethyl isocyanacetate 105-56-6 C5H7NO2 详情 详情
(IV) 30570 ethyl 2-amino-7-isopropyl-5-oxo-5H-chromeno[2,3-b]pyridine-3-carboxylate C18H18N2O4 详情 详情
Extended Information