phenyl cyanate -Drug Synthesis Database

【结构式】

【分子编号】62986

【品名】phenyl cyanate

【CA登记号】

【分子式】C₇H₅NO

【分子量】119.12284

【元素组成】C 70.58% H 4.23% N 11.76% O 13.43%

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)

4) The reaction of amine (I) with phenyl cyanate (V) and KH in THF gives N-(5-bromoquinoxalin-6-yl)cyanamide (VI), which is cyclized with ethyl glycinate (VII) in refluxing ethanol to yield 2-(5-bromoquinoxalin-6-imino)imidazolidin-4-one (AGN-192119). 5) The reaction of cyanamide (VI) with 2-aminoacetaldehyde diethyl acetal (VIII) affords N1-(5-bromoquinoxalin-6-yl)-N3-(2,2-diethoxyethyl)guanidine (IX), which is cyclized by means of HCl to the hydroxyimidazoline (X). Finally, this compound is treated with NaOH to afford 5-bromo-6-(2-imidazolylamino)quinoxaline (AGN-192076).

参考文献中间体

合成目标

【1】 Tang-Liu, D.; Burke, J.; Garst, M.; Harcourt, D.; Acheampong, A.; Breau, A.; Munk, S.A.; Wong, H.; Lai, R.; Wheeler, L.; Synthesis and characterization of degradation products and metabolites of brimonidine - A potent alpha2 adrenergic agonist. 211th ACS Natl Meet (March 24-28, New Orleans) 1996, Abst MEDI 021.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
AGN-192119	62987	2-[(5-bromo-6-quinoxalinyl)imino]-4-imidazolidinone		C₁₁H₈BrN₅O	详情	详情
AGN-192076	62988	5-bromo-N-(1H-imidazol-2-yl)-6-quinoxalinamine; N-(5-bromo-6-quinoxalinyl)-N-(1H-imidazol-2-yl)amine		C₁₁H₈BrN₅	详情	详情
(I)	10328	5-Bromo-6-quinoxalinamine; 5-Bromo-6-quinoxalinylamine		C₈H₆BrN₃	详情	详情
(V)	62986	phenyl cyanate		C₇H₅NO	详情	详情
(VI)	10330	N-(5-Bromo-6-quinoxalinyl)cyanamide		C₉H₅BrN₄	详情	详情
(VII)	10309	ethyl 2-aminoacetate; Glycine ethyl ester	459-73-4	C₄H₉NO₂	详情	详情
(VIII)	10331	2,2-Diethoxy-1-ethanamine; 2,2-Diethoxyethylamine; Aminoacetaldehyde diethyl acetal	645-36-3	C₆H₁₅NO₂	详情	详情
(IX)	10332	N-(5-Bromo-6-quinoxalinyl)-N'-(2,2-diethoxyethyl)guanidine		C₁₅H₂₀BrN₅O₂	详情	详情
(X)	10333	2-[(5-Bromo-6-quinoxalinyl)amino]-4,5-dihydro-1H-imidazol-5-ol		C₁₁H₁₀BrN₅O	详情	详情

Extended Information