N-(2-chloroethyl)-N'-(4-pyridinyl)urea -Drug Synthesis Database

【结构式】

【分子编号】53583

【品名】N-(2-chloroethyl)-N'-(4-pyridinyl)urea

【CA登记号】62491-96-7

【分子式】C₈H₁₀ClN₃O

【分子量】199.63972

【元素组成】C 48.13% H 5.05% Cl 17.76% N 21.05% O 8.01%

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)

The reaction of pyridine-4-amine (I) with 2-chloroethyl isocyanate (II) in toluene gives N-(2-chloroethyl)-N'-(4-pyridyl)urea (III), which is cyclized by means of NaH in DMF/THF, yielding 1-(4-pyridyl)imidazolidin-2-one (IV). Finally, this compound is condensed with 4-(5-bromopentyloxy)biphenyl (V) by means of NaH in DMF to afford the target disubstituted imidazolidinone. (1,2)

参考文献中间体

合成目标

【1】 Chang, C.-M.; Li, W.-T.; Shia, K.-S.; et al.; Design, synthesis, and structure-activity relationship of pyridyl imidazolidinones: A novel class of potent and selective human enterovirus 71 inhibitors. J Med Chem 2002, 45, 8, 1644.
【2】 Hsu, M.-C.; Li, W.-T.; Chang, C.-M.; Shia, K.-S.; Shih, S.-R.; Chern, J.-H.; Chen, S.-J. (National Health Research Institutes); Imidazolidinone cpds.. US 2003087936; US 6706739 .

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)	25661	4-pyridinamine; 4-aminopyridine	5044-74-5	C₅H₆N₂	详情	详情
(II)	11237	1-Chloro-2-isocyanatoethane; 2-Chloroethyl isocyanate	1943-83-5	C₃H₄ClNO	详情	详情
(III)	53583	N-(2-chloroethyl)-N'-(4-pyridinyl)urea	62491-96-7	C₈H₁₀ClN₃O	详情	详情
(IV)	53584	1-(4-pyridinyl)-2-imidazolidinone	n/a	C₈H₉N₃O	详情	详情
(V)	53585	4-[(5-bromopentyl)oxy]-1,1'-biphenyl; [1,1'-biphenyl]-4-yl 5-bromopentyl ether	n/a	C₁₇H₁₉BrO	详情	详情

Extended Information