3-benzoyl-1-(2-methoxy-1-methyl-2-oxoethyl)pyridinium bromide -Drug Synthesis Database

【结构式】

【分子编号】34942

【品名】3-benzoyl-1-(2-methoxy-1-methyl-2-oxoethyl)pyridinium bromide

【CA登记号】

【分子式】C₁₆H₁₆BrNO₃

【分子量】350.21198

【元素组成】C 54.87% H 4.6% Br 22.82% N 4% O 13.71%

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)

Alkylation of 3-benzoylpyridine (I) with methyl 2-bromopropionate (II) in refluxing acetone afforded pyridinium salt (III). The subsequent regiospecific copper-catalyzed condensation of (III) with cyclohexylmagesium chloride (IV) yielded dihydropyridine (V). Finally, ammonolysis of the methyl acetate ester of (V) provided the title amide.

参考文献中间体

合成目标

【1】 Agudoawu, S.A.; et al.; Synthesis and analgesic activity of 2-methyl-2-[1-(3-benzoyl-4-substituted-1,4-dihydropyridyl)]acetic acid methyl esters, acetic acids, and acetamides. Arch Pharm 1999, 332, 6, 213.

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)	27766	phenyl(3-pyridinyl)methanone	5424-19-1	C₁₂H₉NO	详情	详情
(II)	34941	methyl 2-bromopropanoate; 2-bromopropionic acid methyl ester	5445-17-0	C₄H₇BrO₂	详情	详情
(III)	34942	3-benzoyl-1-(2-methoxy-1-methyl-2-oxoethyl)pyridinium bromide		C₁₆H₁₆BrNO₃	详情	详情
(IV)	31866	chloro(cyclohexyl)magnesium		C₆H₁₁ClMg	详情	详情
(V)	34943	methyl 2-[3-benzoyl-4-cyclohexyl-1(4H)-pyridinyl]propanoate		C₂₂H₂₇NO₃	详情	详情

Extended Information