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【结 构 式】 
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【药物名称】 【化学名称】4-[4-(4-Fluorophenyl)-5-(4-pyridyl)oxazol-2-yl]-1-methylpiperidin-4-ol 【CA登记号】290357-24-3 【 分 子 式 】C20H20FN3O2 【 分 子 量 】353.3997 |
【开发单位】Novartis (Originator) 【药理作用】Antiarthritic Drugs, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES, p38 Protein Kinase Inhibitors, TNF-alpha Release Inhibitors |
合成路线1
1-(4-Fluorophenyl)-2-(4-pyridyl)ethanone (I) was brominated in HOAc to yield bromoketone (II). Reaction of (II) with ammonium oxalate in formamide at 200 C produced a 1:1 mixture of imidazole (III) and oxazole (IV). After isolation of the desired oxazole (IV), its lithiation with n-butyllithium followed by addition to N-methyl-4-piperidinone (V) furnished the corresponding carbinol .
| 【1】 Zimmerlin, A.G.; Di Padova, F.E.; Revesz, L.; Manning, U.; Gram, H.; Hiestand, P.; Buhl, T.; Feifel, R.; SAR of 4-hydroxypiperidine and hydroxyalkyl substituted heterocycles as novel p38 MAP kinase inhibitors. Bioorg Med Chem Lett 2000, 10, 11, 1261. |
| 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) | 45005 | 1-(4-fluorophenyl)-2-(4-pyridinyl)-1-ethanone | C13H10FNO | 详情 | 详情 | |
| (II) | 45006 | 2-bromo-1-(4-fluorophenyl)-2-(4-pyridinyl)-1-ethanone | 4736-60-1 | C13H9BrFNO | 详情 | 详情 |
| (III) | 45007 | 4-[4-(4-fluorophenyl)-1,3-oxazol-5-yl]pyridine | C14H9FN2O | 详情 | 详情 | |
| (IV) | 33798 | 4-[4-(4-fluorophenyl)-1H-imidazol-5-yl]pyridine | C14H10FN3 | 详情 | 详情 | |
| (V) | 10919 | 1-Methyl-4-piperidone; 1-Methyltetrahydro-4(1H)-pyridinone; N-Methyl-4-piperidone;1-methylpiperidin-4-one | 1445-73-4 | C6H11NO | 详情 | 详情 |
Extended Information