|
【结 构 式】 
|
【药物名称】CHIR-200131 【化学名称】4-Amino-3-[5-[3(S)-(dimethylamino)pyrrolidin-1-yl]benzimidazol-2-yl]-1,2-dihydroquinolin-2-one 【CA登记号】 【 分 子 式 】C22H24N6O 【 分 子 量 】388.47618 |
【开发单位】Chiron (Originator) 【药理作用】Oncolytic Drugs, Inhibitors of Signal Transduction Pathways, Tyrosine Kinase Inhibitors |
合成路线1
The cyclization of the phenylenediamine (I) with 3-ethoxy-3-iminopropionic acid ethyl ester (II) in refluxing ethanol gives the 2-(benzimidazol-2-yl)acetate (III), which is submitted to a new cyclization with 2-aminobenzonitrile (IV) by means of LiHMDS in THF to afford the target quinolinone.
| 【1】 Harris, A.; Renhowe, P.; Machajewski, T.; Shafer, C.; Wernette-Hammond, M.-E.; Pecchi, S.; Taylor, C.; McCrea, B.; McBride, C.; Jazan, E. (Chiron Corp.); Quinolinone derivs.. WO 0222598 . |
| 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) | 53573 | 2-amino-4-[(3S)-3-(dimethylamino)pyrrolidinyl]phenylamine; 4-[(3S)-3-(dimethylamino)pyrrolidinyl]-1,2-benzenediamine | n/a | C12H20N4 | 详情 | 详情 |
| (II) | 17929 | ethyl 3-ethoxy-3-iminopropanoate | 2318-25-4 | C7H13NO3 | 详情 | 详情 |
| (III) | 53574 | ethyl 2-{5-[(3S)-3-(dimethylamino)pyrrolidinyl]-1H-benzimidazol-2-yl}acetate | n/a | C17H24N4O2 | 详情 | 详情 |
| (IV) | 19493 | 2-aminobenzonitrile | 1885-29-6 | C7H6N2 | 详情 | 详情 |
Extended Information