N-[1-methyl-2-(1-piperidinyl)ethyl]propanamide -Drug Synthesis Database

【结构式】

【分子编号】47244

【品名】N-[1-methyl-2-(1-piperidinyl)ethyl]propanamide

【CA登记号】

【分子式】C₁₁H₂₂N₂O

【分子量】198.30856

【元素组成】C 66.62% H 11.18% N 14.13% O 8.07%

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)

The reduction of 1-(1-piperdinyl)acetone oxime (I) with LiAlH4 in ethyl ether, THF or dioxan gives 1-methyl2-(1-piperidinyl)ethylaine (II), which is acylated with propionyl chloride (III) in ether to afford propionamide (IV). The condensation of (IV) with 2-bromopyridine (V) by heating with K2CO3 and Cu (dust) provides compound (VI). Alternatively, (VI) can be obtained by heating N-[1-methyl-2-(1-piperidinyl)ethyl]-N-(2-pyridyl)amine (VII) with propionic anhydride (VIII). Finally, heating derivative (VI) with fumaric acid in acetone/EtOH allows formation of the desired compound as the corresponding fumarate salt.

参考文献中间体

合成目标

【1】 (Almirall Prodesfarma, SA); Process for the preparation of 2-aminopyridine derivs.. ES 434325 .
【2】 Hoffmeister, F.; Wirth, W.; Kroneberg, H.-G.; Hiltmann, R.; Wollweber, H. (Bayer AG); Pyridine derivs. and their preparation (-N-tertiaryl aminoalkyl-N-acyl)amino pyridines. DE 1232147; US 3163654 .

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)	47242	1-(1-piperidinyl)acetone oxime		C₈H₁₆N₂O	详情	详情
(II)	47243	1-methyl-2-(1-piperidinyl)ethylamine; 1-(1-piperidinyl)-2-propanamine		C₈H₁₈N₂	详情	详情
(III)	15967	propanoyl chloride; propionyl chloride	79-03-8	C₃H₅ClO	详情	详情
(IV)	47244	N-[1-methyl-2-(1-piperidinyl)ethyl]propanamide		C₁₁H₂₂N₂O	详情	详情
(V)	29052	2-Bromopyridine；α-bromopyridine;α-bromoazine	109-04-6	C₅H₄BrN	详情	详情
(VI)	47245	N-[1-methyl-2-(1-piperidinyl)ethyl]-N-(2-pyridinyl)propanamide		C₁₆H₂₅N₃O	详情	详情
(VII)	47246	N-[1-methyl-2-(1-piperidinyl)ethyl]-2-pyridinamine; N-[1-methyl-2-(1-piperidinyl)ethyl]-N-(2-pyridinyl)amine		C₁₃H₂₁N₃	详情	详情
(VIII)	20095	propionic anhydride	123-62-6	C₆H₁₀O₃	详情	详情

Extended Information