2-[4-(2-isopropoxyphenyl)-1-piperazinyl]ethylamine; 2-[4-(2-isopropoxyphenyl)-1-piperazinyl]-1-ethanamine -Drug Synthesis Database

【结构式】

【分子编号】43365

【品名】2-[4-(2-isopropoxyphenyl)-1-piperazinyl]ethylamine; 2-[4-(2-isopropoxyphenyl)-1-piperazinyl]-1-ethanamine

【CA登记号】

【分子式】C₁₅H₂₅N₃O

【分子量】263.38312

【元素组成】C 68.4% H 9.57% N 15.95% O 6.07%

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：(IV)

The intermediate amine (IV) was prepared by alkylation of N-(2-isopropoxyphenyl)piperazine (I) with N-(2-bromoethyl)phthalimide (II), followed by removal of the phthaloyl group upon treatment with methylhydrazine.

参考文献中间体

合成目标

【1】 Murray, W.V.; Jolliffe, L.; Pulito, V.; Li, X.; Novel arylpiperazines as selective alpha1-adrenergic receptor antagonists. Bioorg Med Chem Lett 2000, 10, 10, 1093.
【2】 Mulcahy, L.; Pulito, V.; Villani, F.; Li, X.; Murray, W.; Maryanoff, C.; Jolliffe, L.; Reitz, A. (Ortho-McNeil Pharmaceutical, Inc.); Arylsubstd. piperazines useful in the treatment of benign prostatic hyperplasia. EP 0984777; US 6071915; WO 9851298 .

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)	35066	isopropyl 2-(1-piperazinyl)phenyl ether; 1-(2-isopropoxyphenyl)piperazine		C₁₃H₂₀N₂O	详情	详情
(II)	37025	2-(2-bromoethyl)-1H-isoindole-1,3(2H)-dione	574-98-1	C₁₀H₈BrNO₂	详情	详情
(III)	43364	2-[2-[4-(2-isopropoxyphenyl)-1-piperazinyl]ethyl]-1H-isoindole-1,3(2H)-dione		C₂₃H₂₇N₃O₃	详情	详情
(IV)	43365	2-[4-(2-isopropoxyphenyl)-1-piperazinyl]ethylamine; 2-[4-(2-isopropoxyphenyl)-1-piperazinyl]-1-ethanamine		C₁₅H₂₅N₃O	详情	详情

合成路线2

该中间体在本合成路线中的序号：(IV)

Alkylation of delta-valerolactam (V) with tert-butyl bromoacetate in the presence of NaH provided (VI). Subsequent tert-butyl ester cleavage by means of trifluoroacetic acid furnished 2-(2-oxopiperidin-1-yl)acetic acid (VII), which was finally coupled with amine (IV) to afford the title amide.

参考文献中间体

合成目标

【1】 Murray, W.V.; Jolliffe, L.; Pulito, V.; Li, X.; Novel arylpiperazines as selective alpha1-adrenergic receptor antagonists. Bioorg Med Chem Lett 2000, 10, 10, 1093.
【2】 Mulcahy, L.; Pulito, V.; Villani, F.; Li, X.; Murray, W.; Maryanoff, C.; Jolliffe, L.; Reitz, A. (Ortho-McNeil Pharmaceutical, Inc.); Arylsubstd. piperazines useful in the treatment of benign prostatic hyperplasia. EP 0984777; US 6071915; WO 9851298 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IV)	43365	2-[4-(2-isopropoxyphenyl)-1-piperazinyl]ethylamine; 2-[4-(2-isopropoxyphenyl)-1-piperazinyl]-1-ethanamine		C₁₅H₂₅N₃O	详情	详情
(V)	43366	2-piperidinone	675-20-7	C₅H₉NO	详情	详情
(VI)	43367	tert-butyl 2-(2-oxo-1-piperidinyl)acetate		C₁₁H₁₉NO₃	详情	详情
(VII)	43368	2-(2-oxo-1-piperidinyl)acetic acid		C₇H₁₁NO₃	详情	详情

Extended Information