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【结 构 式】 
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【分子编号】50521 【品名】Hexafluoroacetylacetone; 1,1,1,5,5,5-Hexafluoro-2,4-pentanedione; 1,1,1,5,5,5-Hexafluoroacetylacetonate; 1,1,1,5,5,5-Hexafluoroacetylacetone; 1,1,1-Hexafluoro-2,4-pentanedione 【CA登记号】1522-22-1 |
【 分 子 式 】C5H2F6O2 【 分 子 量 】208.0600992 【元素组成】C 28.86% H 0.97% F 54.79% O 15.38% |
合成路线1
该中间体在本合成路线中的序号：(II)Acid-catalyzed condensation of 4-nitrophenylhydrazine (I) with 1,1,1,5,5,5-hexafluoro-2,4-pentanedione (II) produced pyrazole (III). Reduction of the nitro group of (III) to the corresponding amine (IV) was achieved either by treatment with stannous chloride or by catalytic hydrogenation over Pd/C. Fluoroisonicotinic acid (VI) was prepared by lithiation of 3-fluoropyridine (V) at -78 C followed by quenching with dry ice. Finally, coupling of acid (VI) with amine (IV) yielded the target amide.
| 【1】 Sciotti, R.J.; Wagenaar, F.L.; Zhou, X.; Wiedeman, P.E.; Warrior, U.; Luly, J.R.; Djuric, S.W.; Tu, N.P.; Ba Maung, N.Y.; Madar, D.J.; Gubbins, E.J.; Basha, A. (Abbott Laboratories Inc.); Pyrazole inhibitors of cytokine production. EP 1068187; WO 9951580 . |
| 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) | 34400 | 1-(4-nitrophenyl)hydrazine; 4-Nitrophenylhydrazine | 100-16-3 | C6H7N3O2 | 详情 | 详情 |
| (II) | 50521 | Hexafluoroacetylacetone; 1,1,1,5,5,5-Hexafluoro-2,4-pentanedione; 1,1,1,5,5,5-Hexafluoroacetylacetonate; 1,1,1,5,5,5-Hexafluoroacetylacetone; 1,1,1-Hexafluoro-2,4-pentanedione | 1522-22-1 | C5H2F6O2 | 详情 | 详情 |
| (III) | 50522 | 1-(4-nitrophenyl)-3,5-bis(trifluoromethyl)-1H-pyrazole | C11H5F6N3O2 | 详情 | 详情 | |
| (IV) | 50523 | 4-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]phenylamine; 4-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]aniline | C11H7F6N3 | 详情 | 详情 | |
| (V) | 46855 | 3-fluoropyridine | 372-47-4 | C5H4FN | 详情 | 详情 |
| (VI) | 50524 | 3-fluoroisonicotinic acid | C6H4FNO2 | 详情 | 详情 |