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【结 构 式】 
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【分子编号】49139 【品名】N-[2'-[(tert-butylamino)sulfonyl]-3-fluoro[1,1'-biphenyl]-4-yl]-1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide 【CA登记号】 |
【 分 子 式 】C28H22F5N5O3S 【 分 子 量 】603.572596 【元素组成】C 55.72% H 3.67% F 15.74% N 11.6% O 7.95% S 5.31% |
合成路线1
该中间体在本合成路线中的序号：(VII)The condensation of diketone (I) with hydrazine (II) in refluxing EtOH gave pyrazole (III). Carboxylic acid (IV) was then obtained by oxidative cleavage of the furan ring with KMnO4. After conversion of (IV) to the corresponding acid chloride (V), coupling with the biphenyl amine (VI) provided amide (VII). Ring closure of the fluoronitrile group with acetamidine hydrochloride (VIII) with concomitant deprotection of the N-tert-butyl group furnished the title aminoquinazoline derivative.
| 【1】 Rossi, K.A.; Clark, C.G.; Li, R.; et al.; Discovery of aminoquinazoline and aminoindazole P1 side chains as benzamidine mimics for FXa inhibitors. 221st ACS Natl Meet (April 1 2001, San Diego) 2001, Abst MEDI 50. |
| 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) | 47956 | 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione; 1-(2-Furanyl)-4,4,4-trifluoro-1,3-butanedione | 326-90-9 | C8H5F3O3 | 详情 | 详情 |
| (II) | 49135 | 2-fluoro-5-hydrazinobenzonitrile | C7H6FN3 | 详情 | 详情 | |
| (III) | 49136 | 2-fluoro-5-[5-(2-furyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzonitrile | C15H7F4N3O | 详情 | 详情 | |
| (IV) | 49137 | 1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid | C12H5F4N3O2 | 详情 | 详情 | |
| (V) | 49138 | 1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride | C12H4ClF4N3O | 详情 | 详情 | |
| (VI) | 47966 | 4'-amino-N-(tert-butyl)-3'-fluoro[1,1'-biphenyl]-2-sulfonamide | C16H19FN2O2S | 详情 | 详情 | |
| (VII) | 49139 | N-[2'-[(tert-butylamino)sulfonyl]-3-fluoro[1,1'-biphenyl]-4-yl]-1-(3-cyano-4-fluorophenyl)-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide | C28H22F5N5O3S | 详情 | 详情 | |
| (VIII) | 15866 | ethanimidamide | C2H6N2 | 详情 | 详情 |