1H-1,2,4-triazolium potassium salt -Drug Synthesis Database

【结构式】

【分子编号】14370

【品名】1H-1,2,4-triazolium potassium salt

【CA登记号】

【分子式】C₂H₂KN₃

【分子量】107.1564

【元素组成】C 22.42% H 1.88% K 36.49% N 39.21%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(V)

This compound can be obtained by two related ways: 1) The reaction of alpha-bromo-2-chlorostyrene (I) with magnesium gives the corresponding magnesiane (II), which is condensed with alpha,4-dichloroacetophenone (III) yielding 3-(2-chlorophenyl-2-(4-chlorophenyl)-1,2-epoxy-3-butene (IV). Finally, this compound is treated with potassium 1,2,4-triazole (V). 2) The reaction of 1-(2-chlorophenyl)-2-(4-chlorophenyl)-2,3-epoxy-1-propane (VI) with methyltriphenylphosphonium bromide and n-butyllithium gives epoxide (IV), already obtained.

参考文献中间体

合成目标

【1】 Cuomo, J.; Greenberg, R.S.; Olson, R.E. (DuPont Pharmaceuticals Co.); Antifungal carbinols. EP 0251086; JP 1988060975 .
【2】 Cuomo, J.; Greenberg, R.S.; Olson, R.E. (DuPont Pharmaceuticals Co.); Antifungal carbinols. US 5084465 .
【3】 Fromtling, R.A.; Castaner, J.; DuP-860. Drugs Fut 1993, 18, 4, 310.

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)	14366	1-(1-bromovinyl)-2-chlorobenzene		C₈H₆BrCl	详情	详情
(II)	14367	bromo[1-(2-chlorophenyl)vinyl]magnesium		C₈H₆BrClMg	详情	详情
(III)	14368	2,4'-Dichloroacetophenone; 2-chloro-1-(4-chlorophenyl)-1-ethanone	937-20-2	C₈H₆Cl₂O	详情	详情
(IV)	14369	2-(4-chlorophenyl)-2-[1-(2-chlorophenyl)vinyl]oxirane		C₁₆H₁₂Cl₂O	详情	详情
(V)	14370	1H-1,2,4-triazolium potassium salt		C₂H₂KN₃	详情	详情
(VI)	14371	(2-chlorophenyl)[2-(4-chlorophenyl)-2-oxiranyl]methanone		C₁₅H₁₀Cl₂O₂	详情	详情

合成路线2

该中间体在本合成路线中的序号：(V)

The intermediate epoxide (IV) was synthesized by two different procedures: 1) The Grignard reagent (II), prepared from 1-bromo-2'-chlorostyrene (I) and Mg, was condensed with 2-chloro-2',4'-difluoroacetophenone (III) to afford epoxide (IV). 2) Alternatively, Wittig reaction of epoxyketone (V) with methylenetriphenylphosphorane provided the target intermediate (IV). The title compound was then obtained by epoxide opening of (IV) with potassium triazole (VI) in DMF at 60 C, and was isolated as the methanesulfonate salt.

参考文献中间体

合成目标

【1】 Cuomo, J.; Greenberg, R.S.; Olson, R.E. (DuPont Pharmaceuticals Co.); Antifungal carbinols. EP 0251086; JP 1988060975 .

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)	14366	1-(1-bromovinyl)-2-chlorobenzene		C₈H₆BrCl	详情	详情
(II)	14367	bromo[1-(2-chlorophenyl)vinyl]magnesium		C₈H₆BrClMg	详情	详情
(III)	16321	2-Chloro-2',4'-difluoroacetophenone; 2-Chloro-1-(2,4-difluorophenyl)-1-ethanone	51336-94-8	C₈H₅ClF₂O	详情	详情
(IV)	31353	2-[1-(2-chlorophenyl)vinyl]-2-(2,4-difluorophenyl)oxirane		C₁₆H₁₁ClF₂O	详情	详情
(V)	14370	1H-1,2,4-triazolium potassium salt		C₂H₂KN₃	详情	详情
(VI)	31354	(2-chlorophenyl)[2-(2,4-difluorophenyl)-2-oxiranyl]methanone		C₁₅H₉ClF₂O₂	详情	详情

Extended Information