2-[(3R)-4-[3,5-bis(trifluoromethyl)benzoyl]-3-(1H-indol-3-ylmethyl)piperazinyl]acetic acid -Drug Synthesis Database

【结构式】

【分子编号】44733

【品名】2-[(3R)-4-[3,5-bis(trifluoromethyl)benzoyl]-3-(1H-indol-3-ylmethyl)piperazinyl]acetic acid

【CA登记号】

【分子式】C₂₄H₂₁F₆N₃O₃

【分子量】513.4395792

【元素组成】C 56.14% H 4.12% F 22.2% N 8.18% O 9.35%

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：(XII)

The piperazine (IX) was alkylated with benzyl bromoacetate (X) to give ester (XI), which was converted to carboxylic acid (XII) by catalytic hydrogenolysis of the benzyl ester group. Then, coupling of (XII) with 1-amino-4-methylpiperazine (XIII) produced the corresponding hydrazide. Finally, treatment with fumaric acid in EtOH generated the title fumarate salt.

参考文献中间体

合成目标

【1】 Matsuo, M.; Hagiwara, D.; Manabe, T.; Konishi, N.; Shigenaga, S.; Murano, K.; Matsuda, H.; Miyake, H. (Fujisawa Pharmaceutical Co., Ltd.); 1-Benzoyl-2-(indolyl-3-alkyl)-piperazine derivs. as neurokinin receptor antagonists. EP 0846116; JP 1999505830; WO 9637489 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IX)	44730	[3,5-bis(trifluoromethyl)phenyl][(2R)-2-(1H-indol-3-ylmethyl)piperazinyl]methanone		C₂₂H₁₉F₆N₃O	详情	详情
(X)	12869	benzyl 2-bromoacetate	5437-45-6	C₉H₉BrO₂	详情	详情
(XI)	44732	benzyl 2-[(3R)-4-[3,5-bis(trifluoromethyl)benzoyl]-3-(1H-indol-3-ylmethyl)piperazinyl]acetate		C₃₁H₂₇F₆N₃O₃	详情	详情
(XII)	44733	2-[(3R)-4-[3,5-bis(trifluoromethyl)benzoyl]-3-(1H-indol-3-ylmethyl)piperazinyl]acetic acid		C₂₄H₂₁F₆N₃O₃	详情	详情
(XIII)	40655	4-Methyl-1-piperazinamine; 1-Amino-4-methylpiperazine; 4-Methyl-1-piperazinylamine	6928-85-4	C₅H₁₃N₃	详情	详情

Extended Information