1-(5-methyl-2-pyridinyl)-1-ethanone -Drug Synthesis Database

【结构式】

【分子编号】62795

【品名】1-(5-methyl-2-pyridinyl)-1-ethanone

【CA登记号】

【分子式】C₈H₉NO

【分子量】135.1656

【元素组成】C 71.09% H 6.71% N 10.36% O 11.84%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(V)

3-Picoline (I) is oxidized to the corresponding N-oxide (II) by means of peracetic acid. Condensation of (II) with dimethylcarbamoyl chloride furnishes carbamate (III), which is then reacted with cyanotrimethylsilane, producing 2-cyano-5-methylpyridine (IV). Subsequent addition of methylmagnesium iodide to the cyanopyridine (IV) gives rise to the pyridyl ketone (V).

参考文献中间体

合成目标

【1】 Easmon, J.; Fürtinger, S.; Lackner, G. ; Magreiter, E.; Hofmann, J.; Heinisch, G.; Puerstinger, G.; Hydrazones derived from monosubstitued 2-acetylpyridines and 2-hydrazino-1-methylbenzimidazole: Synthesis and biological studies. Eur J Cancer 2002, 38, Suppl. 7.

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)	62792	3-Methylpyridine; 3-Picoline	108-99-6	C₆H₇N	详情	详情
(II)	62793	3-Methyl-1-pyridiniumolate; 3-Picoline N-oxide	1003-73-2	C₆H₇NO	详情	详情
(III)	62794	1-{[(dimethylamino)carbonyl]oxy}-3-methylpyridinium chloride		C₉H₁₃ClN₂O₂	详情	详情
(IV)	38502	5-methyl-2-pyridinecarbonitrile		C₇H₆N₂	详情	详情
(V)	62795	1-(5-methyl-2-pyridinyl)-1-ethanone		C₈H₉NO	详情	详情

合成路线2

该中间体在本合成路线中的序号：(V)

Alkylation of 2-chlorobenzimidazole (VI) with iodomethane and NaOH leads to 2-chloro-1-methylbenzimidazole (VII). The 2-chloro group of (VII) is then displaced with hydrazine hydrate to afford hydrazine (VIII). Finally, condensation between ketone (V) and hydrazine (VIII) gives rise to the target hydrazone.

参考文献中间体

合成目标

【1】 Easmon, J.; Fürtinger, S.; Lackner, G. ; Magreiter, E.; Hofmann, J.; Heinisch, G.; Puerstinger, G.; Hydrazones derived from monosubstitued 2-acetylpyridines and 2-hydrazino-1-methylbenzimidazole: Synthesis and biological studies. Eur J Cancer 2002, 38, Suppl. 7.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(V)	62795	1-(5-methyl-2-pyridinyl)-1-ethanone		C₈H₉NO	详情	详情
(VI)	26761	2-chloroimidazo[1,2-a]pyridine; 2-chlorobenzimidazole; 2-Amino-4'-chlorodiphenylether; 2-Aminodiphenylether; 2-chloro-1H-benzimidazole	4857-06-1	C₇H₅ClN₂	详情	详情
(VII)	62796	2-chloro-1-methyl-1H-benzimidazole		C₈H₇ClN₂	详情	详情
(VIII)	62797	2-hydrazino-1-methyl-1H-benzimidazole		C₈H₁₀N₄	详情	详情

Extended Information