N-Benzyl-4-(2-hydroxyethyl)piperidine; 2-(1-Benzyl-4-piperidinyl)-1-ethanol -Drug Synthesis Database

【结构式】

【分子编号】13491

【品名】N-Benzyl-4-(2-hydroxyethyl)piperidine; 2-(1-Benzyl-4-piperidinyl)-1-ethanol

【CA登记号】76876-70-5

【分子式】C₁₄H₂₁NO

【分子量】219.32688

【元素组成】C 76.67% H 9.65% N 6.39% O 7.29%

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：(I)

The condensation of 2-(1-benzylpiperidin-4-yl)ethanol (I) with 4-hydroxybenzoic acid ethyl ester (II) by means of triphenylphosphine and diazenedicarboxylic acid diethyl ester in THF gives 4-[2-(1-benzylpiperidin-4-yl)ethoxy]benzoic acid ethyl ester (III) as fumarate salt. This compound is debenzylated by hydrogenation with H2 over Pd/C in ethanol, yielding the free product (IV), which is finally condensed with 3-chloro-6-methylpyridazine (V) by means of K2CO3 in DMF.

参考文献中间体

合成目标

【1】 Stokbroekx, R.A.; Van der Aa, M.J.M.; Luyckx, M.G.M.; Grauwels, G.A.J. (Janssen Pharmaceutica NV); Novel pyridazinamine derivs. AU 8825751; EP 0320032; JP 1989207278; US 4992433 .
【2】 Castaner, J.; Prous, J.; Pirodavir. Drugs Fut 1992, 17, 11, 997.

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)	13491	N-Benzyl-4-(2-hydroxyethyl)piperidine; 2-(1-Benzyl-4-piperidinyl)-1-ethanol	76876-70-5	C₁₄H₂₁NO	详情	详情
(II)	13492	ethyl p-hydroxybenzoate; ethyl 4-hydroxybenzoate	120-47-8	C₉H₁₀O₃	详情	详情
(III)	13493	ethyl 4-[2-(1-benzyl-4-piperidinyl)ethoxy]benzoate		C₂₃H₂₉NO₃	详情	详情
(IV)	13494	ethyl 4-[2-(4-piperidinyl)ethoxy]benzoate		C₁₆H₂₃NO₃	详情	详情
(V)	13495	3-Chloro-6-methylpyridazine	1121-79-5	C₅H₅ClN₂	详情	详情

Extended Information