9H-fluorene-2-carboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】28566

【品名】9H-fluorene-2-carboxylic acid

【CA登记号】

【分子式】C₁₄H₁₀O₂

【分子量】210.2322

【元素组成】C 79.98% H 4.79% O 15.22%

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：(VII)

Dichlorophenylpiperazine (III) was prepared from aniline (I) by dehydrative cyclization with diethanolamine (II) in the presence of P2O5 and Et3N-HCl at 200 C. Alkylation of piperazine (III) with N-(4-bromobutyl) phthalimide (IV) gave (V), and subsequent hydrazinolysis of the phthalimide provided the (4-aminobutyl)piperazine (VI). Finally, condensation of (VI) with fluorene-2-carboxylic acid (VII) yielded the target amide.

参考文献中间体

合成目标

【1】 Yuan, J.; Chen, X.; Brodbeck, R.; Primus, R.; Braun, J.; Wasley, W.F.; Thurkauf, A.; NGB 2904 and NGB 2849: Two highly selective dopamine D3 receptor antagonists. Bioorg Med Chem Lett 1998, 8, 19, 2715.
【2】 Yuan, J.; Chen, X. (Neurogen Corp.); Novel N-aminoalkylfluorenecarboxamides; a new class of dopamine receptor subtype specific ligands. EP 0873329; JP 1998511114; US 5659033; WO 9710229 .

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)	28562	2,3-dichlorophenylamine	608-27-5	C₆H₅Cl₂N	详情	详情
(II)	24273	2-[(2-hydroxyethyl)amino]-1-ethanol	111-42-2	C₄H₁₁NO₂	详情	详情
(III)	13943	1-(2,3-Dichlorophenyl)piperazine	41202-77-1	C₁₀H₁₂Cl₂N₂	详情	详情
(IV)	17163	N-(4-Bromobutyl)phthalimide; 2-(4-Bromobutyl)-1H-isoindole-1,3(2H)-dione	5394-18-3	C₁₂H₁₂BrNO₂	详情	详情
(V)	28563	2-[4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butyl]-1H-isoindole-1,3(2H)-dione		C₂₂H₂₃Cl₂N₃O₂	详情	详情
(VI)	28564	4-[4-(2,3-dichlorophenyl)-1-piperazinyl]butylamine		C₁₄H₂₁Cl₂N₃	详情	详情
(VII)	28566	9H-fluorene-2-carboxylic acid		C₁₄H₁₀O₂	详情	详情

Extended Information