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【结 构 式】 
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【分子编号】17900 【品名】1-(2-chloroethyl)-3,4-dihydro-1H-isochromene 【CA登记号】 |
【 分 子 式 】C11H13ClO 【 分 子 量 】196.67632 【元素组成】C 67.18% H 6.66% Cl 18.03% O 8.13% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(IV)Reaction between phenetyl alcohol (I) and 3-chloropropionaldehyde diethyl acetal (II) under catalysis of methanesulfonic acid gives the mixed acetal (III), which is then cyclized to the isochromane (IV) by treatment with AlCl3 in nitromethane. Alkylation of 1-(4-fluorophenyl)piperazine (V) with chloride (IV) in the presence of diisopropylethylamine in ethylene glycol yields the title compound, which is converted to the dihydrocloride on treatment with a methanolic solution of hydrogen chloride.
| 【1】 TenBrink, R.E.; et al.; (S)-(-)-4-[4-[2-(Isochroman-1-yl)ethyl]-piperazin-1-yl]benzenesulfonamide, a selective dopamine D(4) antagonist. J Med Chem 1996, 39, 13, 2435. |
| 【2】 Ten Brink, R.E.; Ennis, M.D.; Lin, C.-H.; Lahti, R.A.; Romero, A.G.; Sih, J.C. (Pharmacia Corp.); Heterocyclic cpds. for the treatment of CNS and cardiovascular disorders. EP 0737189; JP 1997507224; US 5877317; WO 9518118 . |
| 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) | 17897 | Phenethyl alcohol; 2-phenyl-1-ethanol | 60-12-8 | C8H10O | 详情 | 详情 |
| (II) | 17898 | 3-chloro-1-ethoxypropyl ethyl ether; 3-chloro-1,1-diethoxypropane; 3-Chloropropionaldehyde diethyl acetal | 35573-93-4 | C7H15ClO2 | 详情 | 详情 |
| (III) | 17899 | 3-chloro-1-ethoxypropyl phenethyl ether; 1-[2-(3-chloro-1-ethoxypropoxy)ethyl]benzene | C13H19ClO2 | 详情 | 详情 | |
| (IV) | 17900 | 1-(2-chloroethyl)-3,4-dihydro-1H-isochromene | C11H13ClO | 详情 | 详情 | |
| (V) | 12143 | 1-(4-Fluorophenyl)piperazine | 2252-63-3 | C10H13FN2 | 详情 | 详情 |
Extended Information