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【结 构 式】 
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【药物名称】 【化学名称】N2-(cis-2-Aminocyclohexyl)-N6-(3-chlorophenyl)-9-ethyl-9H-purine-2,6-diamine 【CA登记号】190653-73-7, 190653-77-1 (trans-isomer) 【 分 子 式 】C19H24ClN7 【 分 子 量 】385.90303 |
【开发单位】Novartis (Originator) 【药理作用】Inhibitors of Signal Transduction Pathways, Protein Kinase C (PKC) Inhibitors, Tyrosine Kinase Inhibitors |
合成路线1
Condensation of 2,6-dichloropurine (I) with 3-chloroaniline (II) in hot pentanol yielded the 6-anilino purine (III). This was then alkylated at the N-9 with iodoethane and K2CO3 to afford (IV). Finally, displacement of the 2-chloro of (IV) with cis-1,2-cyclohexanediamine (V) at 150 C furnished the title compound.
| 【1】 Imbach, P.; Capraro, H.G.; Furet, P.; Mett, H.; Meyer, T.; Zimmermann, J.; 2,6,9-Trisubstituted purines: Optimization towards highly potent and selective CDK1 inhibitors. Bioorg Med Chem Lett 1999, 9, 1, 91. |
| 【2】 Capraro, H.-G.; Zimmermann, J.; Furet, P.; Peterli, P. (Novartis AG); Purine derivs. and processes for their preparation. JP 1999514336; WO 9716452 . |
| 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) | 25254 | 2,6-dichloro-9H-purine | 5451-40-1 | C5H2Cl2N4 | 详情 | 详情 |
| (II) | 25239 | 3-chloroaniline; 3-chlorophenylamine | 108-42-9 | C6H6ClN | 详情 | 详情 |
| (III) | 59602 | 2-chloro-N-(3-chlorophenyl)-9H-purin-6-amine; N-(3-chlorophenyl)-N-(2-chloro-9H-purin-6-yl)amine | C11H7Cl2N5 | 详情 | 详情 | |
| (IV) | 59603 | 2-chloro-N-(3-chlorophenyl)-9-ethyl-9H-purin-6-amine; N-(2-chloro-9-ethyl-9H-purin-6-yl)-N-(3-chlorophenyl)amine | C13H11Cl2N5 | 详情 | 详情 | |
| (V) | 37409 | (1R,2S)-2-aminocyclohexylamine; (1R,2S)-1,2-cyclohexanediamine | 1121-22-8 | C6H14N2 | 详情 | 详情 |
Extended Information