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【结 构 式】

【分子编号】34200

【品名】4-[4-(1H-imidazol-1-yl)phenyl]-4-oxobutyric acid

【CA登记号】

【 分 子 式 】C13H12N2O3

【 分 子 量 】244.24996

【元素组成】C 63.93% H 4.95% N 11.47% O 19.65%

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:(VI)

The reaction of 4-(1H-imidazol-1-yl)acetophenone (I) with dimethyl carbonate (III) by means of NaH in THF gives methyl 4-(1H-imidazol-1-yl)-beta-oxobenzenepropanoate (III), which by condensation with ethyl bromoacetate (IV) by means of NaH in THF is converted into ethyl 4-(1H-imidazol-1-yl-beta-(methoxycarbonyl)-gamma-oxobenzenebutanoate (V). Hydrolytic decarboxylation of (VI) in refluxing 6N HCl yields 4-(1H-imidazol-1-yl)-gamma-oxobenzenebutanoic acid (VI), which is finally cyclized with hydrazine in refluxing ethanol.

1 Sircar, I.; Bristol, J.A.; Substituted 4,5-dihydro-6-(substituted)-phenyl-3(2H)-pyridazinones and 6-(substituted)phenyl-3(2H)-pyridazinones. CA 1190548; DD 208615; EP 0075436 .
2 Serradell, M.N.; Castaner, J.; CI-914. Drugs Fut 1984, 9, 4, 256.
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) 17772 4'-(Imidazol-1-yl)acetophenone; 1-[4-(1H-imidazol-1-yl)phenyl]-1-ethanone 10041-06-2 C11H10N2O 详情 详情
(II) 34197 dimethyl carbonate 616-38-6 C3H6O3 详情 详情
(III) 34198 methyl 3-[4-(1H-imidazol-1-yl)phenyl]-3-oxopropanoate C13H12N2O3 详情 详情
(IV) 16640 Ethyl 2-bromoacetate; Ethyl bromoacetate 105-36-2 C4H7BrO2 详情 详情
(V) 34199 4-ethyl 1-methyl 2-[4-(1H-imidazol-1-yl)benzoyl]succinate C17H18N2O5 详情 详情
(VI) 34200 4-[4-(1H-imidazol-1-yl)phenyl]-4-oxobutyric acid C13H12N2O3 详情 详情
Extended Information