2-[2-(1-methyl-2-piperidinyl)ethyl]phenylamine; 2-[2-(1-methyl-2-piperidinyl)ethyl]aniline -Drug Synthesis Database

【结构式】

【分子编号】40199

【品名】2-[2-(1-methyl-2-piperidinyl)ethyl]phenylamine; 2-[2-(1-methyl-2-piperidinyl)ethyl]aniline

【CA登记号】

【分子式】C₁₄H₂₂N₂

【分子量】218.34216

【元素组成】C 77.01% H 10.16% N 12.83%

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：(V)

The condensation of 2-methylpyridine (I) with 2-nitrobenzaldehyde (II) in acetic anhydride gives 2-(2-nitrostyryl)pyridine (III), which is quaternized with methyl iodide in refluxing acetone yielding 2-(2-nitrostyryl)-1-methylpyridinium iodide (IV) . The reduction of (IV) with H2 over PtO2 in ethanol affords 2-(2-aminophenethyl)-1-methylpiperidine (V), which is then acylated with 4-methoxybenzoyl chloride (A) in pyridine.

参考文献中间体

合成目标

【1】 Dykstra, S.J.; Minielli, J.L.; Substituted piperidines and a process for the preparation thereof. BE 0779951; CA 961038; CH 578529; DE 2210154; FR 2128584; GB 1346261; NL 161443C; NL 7202614 .
【2】 Kendrick, W.D.; Ferguson, H.C.; acid and quimidine analogs. 2-(o-Acylaminophenethyl)piperidines. J Med Chem 1973, 16, 9, 1015.
【3】 Castaner, J.; MJ 9067. Drugs Fut 1977, 2, 3, 176.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	22671	4-Methoxybenzoyl chloride; p-Methoxybenzoyl chloride; 4-Anisoyl chloride	100-07-2	C₈H₇ClO₂	详情	详情
(I)	17590	2-methylpyridine; 2-picoline	109-06-8	C₆H₇N	详情	详情
(II)	11370	2-Nitrobenzaldehyde	552-89-6	C₇H₅NO₃	详情	详情
(III)	40197	2-[(E)-2-(2-nitrophenyl)ethenyl]pyridine		C₁₃H₁₀N₂O₂	详情	详情
(IV)	40198	1-methyl-2-[(E)-2-(2-nitrophenyl)ethenyl]pyridinium iodide		C₁₄H₁₃IN₂O₂	详情	详情
(V)	40199	2-[2-(1-methyl-2-piperidinyl)ethyl]phenylamine; 2-[2-(1-methyl-2-piperidinyl)ethyl]aniline		C₁₄H₂₂N₂	详情	详情

Extended Information