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【结 构 式】 
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【分子编号】47697 【品名】ethyl 2-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-methylpropanoate 【CA登记号】 |
【 分 子 式 】C12H14ClN3O2 【 分 子 量 】267.71488 【元素组成】C 53.84% H 5.27% Cl 13.24% N 15.7% O 11.95% |
合成路线1
该中间体在本合成路线中的序号：(IV)Imidazopyridazine (III) was prepared by condensation of 3-amino-6-chloropyridazine (I) with ethyl 4-chloroacetoacetate (II) in refluxing ethanol. Alkylation of (III) with iodomethane in the presence of NaH furnished the dimethyl derivative (IV). Alternatively, intermediate (IV) was directly obtained by condensation of 3-amino-6-chloropyridazine (I) with ethyl 4-bromo-2,2-dimethyl-3-oxobutanoate (V) in the presence of disodium phosphate. Reaction of the chloroimidazopyridazine (IV) with 3-[4-(diphenylmethoxy)piperidin-1-yl]propanamine (VI) at 200 C provided adduct (VII). The ethyl ester function of (VII) was finally hydrolyzed to the target carboxylic acid employing NaOH.
| 【1】 Gyoten, M.; Kawano, Y.; Nagaya, H. (Takeda Chemical Industries, Ltd.); Condensed pyridazine derivs., their production and use. EP 0979231; JP 1999310581; JP 1999310582; US 6248740; WO 9849167 . |
| 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) | 43962 | 6-chloro-3-pyridazinamine; 6-chloro-3-pyridazinylamine | 5469-69-2 | C4H4ClN3 | 详情 | 详情 |
| (II) | 23541 | ethyl 4-chloro-3-oxobutanoate；Ethyl 4-chloro-3-oxobutanoate；Ethyl 4-chloroacetoacetate | 638-07-3 | C6H9ClO3 | 详情 | 详情 |
| (III) | 47696 | ethyl 2-(6-chloroimidazo[1,2-b]pyridazin-2-yl)acetate | C10H10ClN3O2 | 详情 | 详情 | |
| (IV) | 47697 | ethyl 2-(6-chloroimidazo[1,2-b]pyridazin-2-yl)-2-methylpropanoate | C12H14ClN3O2 | 详情 | 详情 | |
| (V) | 47698 | ethyl 4-bromo-2,2-dimethyl-3-oxobutanoate | C8H13BrO3 | 详情 | 详情 | |
| (VI) | 47699 | 3-[4-(benzhydryloxy)-1-piperidinyl]-1-propanamine; 3-[4-(benzhydryloxy)-1-piperidinyl]propylamine | C21H28N2O | 详情 | 详情 | |
| (VII) | 47700 | ethyl 2-[6-([3-[4-(benzhydryloxy)-1-piperidinyl]propyl]amino)imidazo[1,2-b]pyridazin-2-yl]-2-methylpropanoate | C33H41N5O3 | 详情 | 详情 |