5-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one -Drug Synthesis Database

【结构式】

【分子编号】63713

【品名】5-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one

【CA登记号】

【分子式】C₁₂H₁₄FN₃O

【分子量】235.2611832

【元素组成】C 61.26% H 6% F 8.08% N 17.86% O 6.8%

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)

Benzazepinone (I) is alkylated by allyl bromide (II) in the presence of NaH to furnish (III). Ozonolysis of the N-allyl group of (III) in cold CH2Cl2 then produces aldehyde (IV). This is then reductively aminated with 5-fluoro-1-(piperidin-4-yl)-2,3-dihydro-1H-benzimidazol-2-one (V) employing NaBH(OAc)3 in 1,2-dichloroethane to yield the title compound.

参考文献中间体

合成目标

【1】 Forbes, I.T.; Cooper, D.G.; Dodds, E.K.; Douglas, S.E.; Gribble, A.D.; Ife, R.J.; Lightfoot, A.P.; Meeson, M.; Campbell, L.P.; Coleman, T.; Riley, G.J.; Thomas, D.R.; Identification of a novel series of selective 5-HT7 receptor antagonists. Bioorg Med Chem Lett 2003, 13, 6, 1055.

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)	63710	2,3,4,5-tetrahydro-1H-2-benzazepin-1-one		C₁₀H₁₁NO	详情	详情
(II)	11463	3-Bromo-1-propene; 3-Bromopropene；allyl bromide	106-95-6	C₃H₅Br	详情	详情
(III)	63711	2-(2-propenyl)-2,3,4,5-tetrahydro-1H-2-benzazepin-1-one		C₁₃H₁₅NO	详情	详情
(IV)	63712	2-(1-oxo-1,3,4,5-tetrahydro-2H-2-benzazepin-2-yl)acetaldehyde		C₁₂H₁₃NO₂	详情	详情
(V)	63713	5-fluoro-1-(4-piperidinyl)-1,3-dihydro-2H-benzimidazol-2-one		C₁₂H₁₄FN₃O	详情	详情

Extended Information