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【结 构 式】 
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【分子编号】29996 【品名】2-(2-chlorophenyl)-N-(2-hydroxyethyl)-N-methylacetamide 【CA登记号】 |
【 分 子 式 】C11H14ClNO2 【 分 子 量 】227.6904 【元素组成】C 58.03% H 6.2% Cl 15.57% N 6.15% O 14.05% |
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)The reaction of o-chlorophenylacetic acid (I) with SOCl2 gives the corresponding acyl chloride (II), which is condensed with 2-(methylamino) ethanol (III) yielding o-chloro-N-methyl-N-(2-hydroxyethyl)phenylacetamide (IV). The reduction of (IV) with diborane in THF affords N-methyl-N-(2-hydroxyethyl)-2-(2-chlorophenyl)ethylamine (V), which by reaction with PCl5 in CHCl3 is con-verted into N-methyl-N-(2-chloroethyl)-2-(2-chlorophenyl)ethylamine (VI). Finally, this compound is cyclized by means of anhydrous AlCl3-NH4Cl at 175 C.
| 【1】 Holden K.G.; Kaiser, C. (SmithKline Beecham Corp.); 2,3,4,5-Tetrahydro-1H-3-Benzazepines, process for their production and pharmaceutical compositions having dopamine receptor blocking activity. EP 0007070; EP 0080012; ES 482276; ES 482281; JP 8011584; US 4265890 . |
| 【2】 Castaner, J.; Serradell, M.N.; Badia, A.; SKF-86466. Drugs Fut 1984, 9, 2, 119. |
| 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) | 29994 | 2-(2-chlorophenyl)acetic acid | 2444-36-2 | C8H7ClO2 | 详情 | 详情 |
| (II) | 29995 | 2-(2-chlorophenyl)acetyl chloride | C8H6Cl2O | 详情 | 详情 | |
| (III) | 13324 | 2-Methylaminoethanol; 2-(Methylamino)-1-ethanol | 109-83-1 | C3H9NO | 详情 | 详情 |
| (IV) | 29996 | 2-(2-chlorophenyl)-N-(2-hydroxyethyl)-N-methylacetamide | C11H14ClNO2 | 详情 | 详情 | |
| (V) | 10207 | 2-[(2-Chlorophenethyl)(methyl)amino]-1-ethanol | C11H16ClNO | 详情 | 详情 | |
| (VI) | 29997 | N-(2-chloroethyl)-N-(2-chlorophenethyl)-N-methylamine; 2-chloro-N-(2-chlorophenethyl)-N-methyl-1-ethanamine | C11H15Cl2N | 详情 | 详情 |
Extended Information