5-butyl-7-chloropyrazolo[1,5-a]pyrimidine -Drug Synthesis Database

【结构式】

【分子编号】56015

【品名】5-butyl-7-chloropyrazolo[1,5-a]pyrimidine

【CA登记号】

【分子式】C₁₀H₁₂ClN₃

【分子量】209.6782

【元素组成】C 57.28% H 5.77% Cl 16.91% N 20.04%

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：(IV)

5-Butyl-7-hydroxypyrazolo[1,5-a]pyrimidine (III) was prepared by condensation of 3-aminopyrazole (I) with methyl 3-oxoheptanoate (II) in refluxing toluene. Treatment of (III) with POCl3 in the presence of Et3N furnished the 7-chloro derivative (IV), which was then heated with aqueous ammonia in a sealed tube to afford the amino pyrazolopyrimidine (V). Finally, acylation of amine (V) with 3,4,5-trimethoxybenzoyl chloride (VI) led to the title amide.

参考文献中间体

合成目标

【1】 Shoji, Y.; Yasuda, T.; Inoue, M.; Okamura, T.; Hashimoto, K.; Ohara, M. (Otsuka Pharmaceutical Co., Ltd.); Pyrazolo[1,5-a]pyrimidine deriv.. EP 0714898; JP 1996310951; JP 1996311068; US 5707997; WO 9535298 .

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)	56012	1H-pyrazol-5-amine; 1H-pyrazol-5-ylamine	916420-28-5	C₃H₅N₃	详情	详情
(II)	56013	3-Ketoheptanoic acid methyl ester; 3-Oxokenanthic acid mehyl ester; Methyl 3-oxoheptanoate	39815-78-6	C₈H₁₄O₃	详情	详情
(III)	56014	5-butylpyrazolo[1,5-a]pyrimidin-7-ol		C₁₀H₁₃N₃O	详情	详情
(IV)	56015	5-butyl-7-chloropyrazolo[1,5-a]pyrimidine		C₁₀H₁₂ClN₃	详情	详情
(V)	56016	5-butylpyrazolo[1,5-a]pyrimidin-7-amine; 5-butylpyrazolo[1,5-a]pyrimidin-7-ylamine		C₁₀H₁₄N₄	详情	详情
(VI)	13571	3,4,5Ttrimethoxybenzoyl chloride	4521-61-3	C₁₀H₁₁ClO₄	详情	详情

Extended Information