N-(1-phenethyl-4-piperidinyl)-N-(2-pyrazinyl)amine; N-(1-phenethyl-4-piperidinyl)-2-pyrazinamine -Drug Synthesis Database

【结构式】

【分子编号】31168

【品名】N-(1-phenethyl-4-piperidinyl)-N-(2-pyrazinyl)amine; N-(1-phenethyl-4-piperidinyl)-2-pyrazinamine

【CA登记号】

【分子式】C₁₇H₂₂N₄

【分子量】282.38864

【元素组成】C 72.31% H 7.85% N 19.84%

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：(III)

4-Amino-1-phenethylpiperidine (I) is stirred with chloropyrazine (II) and copper powder in phenyl ether at 170-175 C to obtain 1-phenethyl-4-[N-(pyrazinyl)amino]piperidine (III). Subsequent acylation of (III) with 2-furoyl chloride in 1,2-dichloroethane yields mirfentanil as the hydrochloride salt after cooling and filtration. Further purification is achieved by recrystallization from n-propanol.

参考文献中间体

合成目标

【1】 Bagley, J.R.; Doorley, B.M.; Ossipov, M.H.; Knight, V.V.; Jerussi, T.P.; Benvenga, M.J.; Wilhelm, J.A.; Waters, S.J.; Spaulding, T.C.; Wynn, R.L.; Rudo, F.G.; Glass, P.S.A.; MIRFENTANIL HYDROCHLORIDE. Drugs Fut 1990, 15, 8, 798.
【2】 Bagley, J.R.; Wynn, R.L.; Rudo, F.G.; Doorley, B.M.; Spender, H.K.; Spaulding, T.; New 4-(heteroanilido)-piperidines structurally related to the pure opioid agonist, fentanyl, with agonist and/or antagonist properties. J Med Chem 1989, 32, 3, 663-671.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
	26093	2-Furoyl chloride	527-69-5	C₅H₃ClO₂	详情	详情
(I)	31167	1-phenethyl-4-piperidinylamine; 1-phenethyl-4-piperidinamine; N-(Phenethyl)-4-aminopiperidine	51448-56-7	C₁₃H₂₀N₂	详情	详情
(II)	24075	2-chloropyrazine	14508-49-7	C₄H₃ClN₂	详情	详情
(III)	31168	N-(1-phenethyl-4-piperidinyl)-N-(2-pyrazinyl)amine; N-(1-phenethyl-4-piperidinyl)-2-pyrazinamine		C₁₇H₂₂N₄	详情	详情

Extended Information