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【结 构 式】 
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【分子编号】33025 【品名】2-(2,2,2-trifluoroacetyl)-1,2,3,4-tetrahydro-7-isoquinolinecarbonitrile 【CA登记号】 |
【 分 子 式 】C12H9F3N2O 【 分 子 量 】254.2115496 【元素组成】C 56.7% H 3.57% F 22.42% N 11.02% O 6.29% |
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：(III)Tetrahydroisoquinoline (II) was prepared by intramolecular cyclization of N-trifluoroacetyl 4-bromophenethylamine (I) with paraformaldehyde in acetic/ sulfuric acid. Displacement of the bromine atom of (II) with CuCN in boiling N-methyl-2-pyrrolidinone produced nitrile (III). The trifluoroacetyl group og (III) was then removed by means of K2CO3 in aqueous methanol, yielding the intermediate isoquinoline (IV).
| 【1】 Stokker, G.E.; Preparation of 1,2,3,4-tetrahydroisoquinolines lacking electron donating groups - an intramolecular cyclization complementary to the Pictet-Spengler reaction. Tetrahedron Lett 1996, 37, 31, 5453. |
| 【2】 Branch, C.L.; Stemp, G.; Johnson, C.N. (SmithKline Beecham plc); Tetrahydroisoquinoline derivs. as modulators of dopamine D3 receptors. EP 0983244; WO 9850364 . |
| 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) | 33023 | N-(4-bromophenethyl)-2,2,2-trifluoroacetamide | C10H9BrF3NO | 详情 | 详情 | |
| (II) | 33024 | 1-[7-bromo-3,4-dihydro-2(1H)-isoquinolinyl]-2,2,2-trifluoro-1-ethanone | C11H9BrF3NO | 详情 | 详情 | |
| (III) | 33025 | 2-(2,2,2-trifluoroacetyl)-1,2,3,4-tetrahydro-7-isoquinolinecarbonitrile | C12H9F3N2O | 详情 | 详情 | |
| (IV) | 33026 | 1,2,3,4-tetrahydro-7-isoquinolinecarbonitrile | C10H10N2 | 详情 | 详情 |
Extended Information