2-bromo-1,3-cyclohexanedione -Drug Synthesis Database

【结构式】

【分子编号】21027

【品名】2-bromo-1,3-cyclohexanedione

【CA登记号】

【分子式】C₆H₇BrO₂

【分子量】191.02438

【元素组成】C 37.73% H 3.69% Br 41.83% O 16.75%

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：(II)

1,3-Cyclohexanedione (I) was brominated in cold water, and the resulting 2-bromo-1,3-cyclohexanedione (II) was condensed with 2-aminopyridine (III) in boiling EtOH to afford the dihydropyridobenzimidazolone (IV). Further bromination in concentrated HBr at 70 C gave bromoketone (V), which was finally condensed with thiourea (VI) in EtOH to yield the target tetracyclic compound.

参考文献中间体

合成目标

【1】 Yoo, H.Y.; Chung, K.J.; Chai, J.P.; Chang, M.S.; Kim, S.G.; Choi, W.S.; Kim, Y.H.; Chun, J.K.; Chung, Y.K.; Kim, Y.H.; Paek, J.H.; Seo, K.H.; Kang, D.P. (Yung-Jin Pharmaceutical Co., Ltd.); Heterocycle-fused thiazole derivs.. EP 0843681; JP 1998508877; WO 9703076 .

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)	11244	1,3-Cyclohexanedione	504-02-9	C₆H₈O₂	详情	详情
(II)	21027	2-bromo-1,3-cyclohexanedione		C₆H₇BrO₂	详情	详情
(III)	11305	2-Pyridinamine; 2-Pyridinylamine; 2-Aminopyridine	504-29-0	C₅H₆N₂	详情	详情
(IV)	10180	Thiourea	62-56-6	CH₄N₂S	详情	详情
(IV)	21029	7,8-dihydropyrido[1,2-a]benzimidazol-9(6H)-one		C₁₁H₁₀N₂O	详情	详情
(V)	21030	8-bromo-7,8-dihydropyrido[1,2-a]benzimidazol-9(6H)-one		C₁₁H₉BrN₂O	详情	详情

Extended Information