methyl 5-chloro-1-(4-fluorophenyl)-3-hydroxy-1H-indole-2-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】59579

【品名】methyl 5-chloro-1-(4-fluorophenyl)-3-hydroxy-1H-indole-2-carboxylate

【CA登记号】

【分子式】C₁₆H₁₁ClFNO₃

【分子量】319.7193832

【元素组成】C 60.11% H 3.47% Cl 11.09% F 5.94% N 4.38% O 15.01%

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：(I)

Decarbomethoxylation of the known 3-hydroxyindole-2-carboxylate (I) in the presence of magnesium chloride in NMP at 160 C afforded indolinone (II), which was subsequently reduced with NaBH4 to the 3-hydroxy indoline (III). Dehydration of (III) by means of trifluoroacetic acid furnished indole (IV).

参考文献中间体

合成目标

【1】 Bogeso, K.P.; Hyttel, J.; Sanchez, C.; Arnt, J.; Perregaard, J.; Noncataleptogenic, centrally acting dopamine D-2 and serotonin 5-HT2 antagonists within a series of 3-substituted 1-(4-fluorophenyl)-1H-indoles. J Med Chem 1992, 35, 6, 1092.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	59579	methyl 5-chloro-1-(4-fluorophenyl)-3-hydroxy-1H-indole-2-carboxylate	C₁₆H₁₁ClFNO₃	详情	详情
(II)	59580	5-chloro-1-(4-fluorophenyl)-1,2-dihydro-3H-indol-3-one	C₁₄H₉ClFNO	详情	详情
(III)	59581	5-chloro-1-(4-fluorophenyl)-3-indolinol	C₁₄H₁₁ClFNO	详情	详情
(IV)	59582	5-chloro-1-(4-fluorophenyl)-1H-indole	C₁₄H₉ClFN	详情	详情

Extended Information