1-(4-bromophenyl)-1-(3-pyridinyl)-1,3-propanediol -Drug Synthesis Database

【结构式】

【分子编号】60941

【品名】1-(4-bromophenyl)-1-(3-pyridinyl)-1,3-propanediol

【CA登记号】

【分子式】C₁₄H₁₄BrNO₂

【分子量】308.1747

【元素组成】C 54.56% H 4.58% Br 25.93% N 4.55% O 10.38%

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：(IV)

The condensation of 4-bromophenyl-3-pyridyl ketone (I) with ethyl bromoacetate (II) by means of Zn in refluxing benzene gives ethyl 3-hydroxy-3-(3-pyridyl)-3-(4-bromophenyl)propionate (III), which is reduced with LiAlH4 in refluxing ethyl ether yielding 1-(3-pyridyl)-1-(4-bromophenyl)propane-1,3-diol (IV). Finally this compound is treated first with PBr3 and HBr in refluxing acetone, and then with methylamine (V) at 110 C in a pressure vessel

参考文献中间体

合成目标

【1】 Blancafort, P.; Serradell, M.N.; Castaner, J.; Sweetman, A.J.; Nomelidine. Drugs Fut 1979, 4, 12, 885.
【2】 Carlsson, P.A.E.; et al. (Astra Lakemedel AB); BE 835802; DD 122528; DE 2550005; FR 2291751; JP 7676278; NL 7513648; ZA 7506893 .

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)	60939	(4-bromophenyl)(3-pyridinyl)methanone		C₁₂H₈BrNO	详情	详情
(II)	16640	Ethyl 2-bromoacetate; Ethyl bromoacetate	105-36-2	C₄H₇BrO₂	详情	详情
(III)	60940	ethyl 3-(4-bromophenyl)-3-hydroxy-3-(3-pyridinyl)propanoate		C₁₆H₁₆BrNO₃	详情	详情
(IV)	60941	1-(4-bromophenyl)-1-(3-pyridinyl)-1,3-propanediol		C₁₄H₁₄BrNO₂	详情	详情
(V)	11021	Methanamine; Methylamine	74-89-5	CH₅N	详情	详情

Extended Information