1-(3-chloropropyl)-2,6-cis-dimethylpiperidine; (2R,6S)-1-(3-chloropropyl)-2,6-dimethylpiperidine -Drug Synthesis Database

【结构式】

【分子编号】32232

【品名】1-(3-chloropropyl)-2,6-cis-dimethylpiperidine; (2R,6S)-1-(3-chloropropyl)-2,6-dimethylpiperidine

【CA登记号】

【分子式】C₁₀H₂₀ClN

【分子量】189.72824

【元素组成】C 63.31% H 10.63% Cl 18.69% N 7.38%

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：(IX)

The reaction of dimethylpiperidine (IV) with 3-bromopropanol (VII) in refluxing xylene gives 1-(3-hydroxypropyl)-2,6-cis-dimethylpiperidine (VIII), which by treatment with SOCl2 in refluxing benzene is converted into 1-(3-chloropropyl)-2,6-cis-dimethylpiperidine (IX). Finally, this compound is condensed with 2-benzoylpyridine (X) by means of Li in THF.

参考文献中间体

合成目标

【1】 Fleming, R.W. (Pfizer Inc.); Antiarrhythmic (+,-)-cis- alpha [3-(2,6-dimethyl-1-piperidinyl)propyl]-alpha-phenyl-2-pyridinemethanols. US 4112103 .
【2】 Blancafort, P.; Serradell, M.N.; Castaner, J.; Hillier, K.; Pirmenol hydrochloride. Drugs Fut 1981, 6, 4, 234.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IV)	32229	(2R,6S)-2,6-dimethylpiperidine; cis-2,6-dimethylpiperidine		C₇H₁₅N	详情	详情
(VII)	12573	3-Bromo-1-propanol; 3-Bromopropanol	627-18-9	C₃H₇BrO	详情	详情
(VIII)	32231	1-(3-hydroxypropyl)-2,6-cis-dimethylpiperidine; 3-[(2R,6S)-2,6-dimethylpiperidinyl]-1-propanol		C₁₀H₂₁NO	详情	详情
(IX)	32232	1-(3-chloropropyl)-2,6-cis-dimethylpiperidine; (2R,6S)-1-(3-chloropropyl)-2,6-dimethylpiperidine		C₁₀H₂₀ClN	详情	详情
(X)	32233	2-Benzoylpyridine; Phenyl(2-pyridinyl)methanone	91-02-1	C₁₂H₉NO	详情	详情

Extended Information