3-oxo-3-(2-pyridinyl)propanenitrile -Drug Synthesis Database

【结构式】

【分子编号】59513

【品名】3-oxo-3-(2-pyridinyl)propanenitrile

【CA登记号】

【分子式】C₈H₆N₂O

【分子量】146.14852

【元素组成】C 65.75% H 4.14% N 19.17% O 10.95%

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)

Reaction of 4-acetylpyridine (I) with hot dimethylformamide dimethyl acetal (II) gives the enamino ketone (III), which is then condensed with (3-amino-1H-pyrazol-4-yl)(2-pyridyl)methanone (IV) in boiling acetic acid. Intermediate (IV), (3-amino-1H-pyrazol-4-yl)(2-pyrid-yl)methanone, is obtained by condensation of 3-oxo-3-(2-pyridyl)propionitrile (V) with dimethylformamide dimethyl acetal (II) to provide 2-(dimethylaminomethylene)-3-oxo-3-(2-pyridyl)propionitrile (VI), which is finally coupled with aminoguanidine nitrate (VII) by means of 10N NaOH in refluxing EtOH

参考文献中间体

合成目标

【1】 Castaner, J.; Silvestre, J.S.; Chilman-Blair, K.; Ocinaplon. Drugs Fut 2003, 28, 2, 115-120.
【2】 Tomcufcik, A.S.; Dusza, J.P. (Wyeth); (3-Amino-1H-pyrazol-4-yl)(aryl)methanones. EP 0129846; JP 1985013764; US 4900836 .
【3】 Dusza, J.P.; Tomcufcik, A.S.; Albright, J.D. (Wyeth); Aryl and heteroaryl 7-(aryl and heteroaryl)-pyrazolo[1,5-a]pyrimidin-3-ylmethanones. DE 3422844; EP 0129847; JP 1985019788 .

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)	59510	4-Acetylpyridine; Methyl 4-pyridyl ketone	1122-54-9	C₇H₇NO	详情	详情
(II)	11984	N-(Dimethoxymethyl)-N,N-dimethylamine;dimethylformamide dimethylacetal;1,1-dimethoxy-N,N-dimethylmethanamine； Dimethoxy-N,N-dimethylmethanamine; N,N-Dimethylformamide dimethyl acetal	4637-24-5	C₅H₁₃NO₂	详情	详情
(III)	59511	(E)-3-(dimethylamino)-1-(4-pyridinyl)-2-propen-1-one		C₁₀H₁₂N₂O	详情	详情
(IV)	59512	(3-amino-1H-pyrazol-4-yl)(2-pyridinyl)methanone		C₉H₈N₄O	详情	详情
(V)	59513	3-oxo-3-(2-pyridinyl)propanenitrile		C₈H₆N₂O	详情	详情
(VI)	59514	(E)-3-(dimethylamino)-2-(2-pyridinylcarbonyl)-2-propenenitrile		C₁₁H₁₁N₃O	详情	详情
(VII)	10015	1-Hydrazinecarboximidamide; Hydrazinecarboximidamide	79-17-4	CH₆N₄	详情	详情

Extended Information