|
【结 构 式】 
|
【药物名称】RWJ-68354 【化学名称】6-Amino-2-(4-fluorophenyl)-4-methoxy-3-(4-pyridinyl)-1H-pyrrolo[2,3-b]pyridine 【CA登记号】215306-39-1 【 分 子 式 】C19H15FN4O 【 分 子 量 】334.356 |
【开发单位】R.W. Johnson (Originator) 【药理作用】Antiarthritic Drugs, TREATMENT OF MUSCULOSKELETAL & CONNECTIVE TISSUE DISEASES, IL-1beta Production Inhibitors, p38 Protein Kinase Inhibitors, TNF-alpha Production Inhibitors |
合成路线1
Condensation of 4-(tert-butyldimethylsilyloxymethyl)pyridine (I) with ethyl 4-fluorobenzoate (II) using NaHMDS gave the silyloxyketone (III). Then, cyclization of (III) with 2,6-diamino-4-methoxypyridine (IV) in the presence of H2SO4 in refluxing dimethoxyethane provided the target pyrrolopyridine.
| 【1】 Henry, J.R.; Rupert, K.C.; Dodd, J.H.; Turchi, I.J.; Wadsworth, S.A.; Cavender, D.E.; Fahmy, B.; Olini, G.C.; Davis, J.E.; Pellegrino-Gensey, J.L.; Schafer, P.H.; Siekierka, J.J.; 6-Amino-2-(4-fluorophenyl)-4-methoxy-3-(4-pyridyl). J Med Chem 1998, 41, 22, 4196. |
| 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) | 22829 | 4-([[tert-butyl(dimethyl)silyl]oxy]methyl)pyridine; tert-butyl(dimethyl)silyl 4-pyridinylmethyl ether | C12H21NOSi | 详情 | 详情 | |
| (II) | 22830 | ethyl 4-fluorobenzoate | 451-46-7 | C9H9FO2 | 详情 | 详情 |
| (III) | 22831 | 2-[[tert-butyl(dimethyl)silyl]oxy]-1-(4-fluorophenyl)-2-(4-pyridinyl)-1-ethanone | C19H24FNO2Si | 详情 | 详情 | |
| (IV) | 22832 | 4-methoxy-2,6-pyridinediamine; 6-amino-4-methoxy-2-pyridinylamine | C6H9N3O | 详情 | 详情 |
Extended Information