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【结 构 式】 
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【分子编号】14222 【品名】4-Bromo-2-[2-[(5-methyl-1H-imidazol-4-yl)methyl]-1,3-thiazol-4-yl]phenyl methyl ether; 4-(5-Bromo-2-methoxyphenyl)-2-[(5-methyl-1H-imidazol-4-yl)methyl]-1,3-thiazole 【CA登记号】 |
【 分 子 式 】C15H14BrN3OS 【 分 子 量 】364.26578 【元素组成】C 49.46% H 3.87% Br 21.94% N 11.54% O 4.39% S 8.8% |
合成路线1
该中间体在本合成路线中的序号：(VII)The synthesis of a tritiated analogue of CP-93,318 is as follows: Treatment of the phenacyl bromide (V) with N-bromosuccinimide in methanol affords selectively bromo derivative (VI). Subsequent condensation of (VI) and thioamide (IV) (Scheme 1) provides tritiation precursor (VII). Exposure of (VII) to tritium in the presence of palladium on carbon (triethylamine/tetrahydrofuran) followed by purification using high-performance liquid chromatography provides [3H]-CP-93,318 (specific activity: 16.2 Ci/mmol, radiochemical purity greater than or equal to 98%).
| 【1】 Guarino, K.J.; Furman, J.; Rosen, T.; Chalabi, P.M.; Ives, J.L.; Windels, J.H.; McLean, S.; Nagel, A.A.; Bryce, D.; Seeger, T.F.; Roth, R.W.; Synthesis, in vitro binding profile, and central nervous system penetrability of the highly potent 5-HT3 receptor antagonist [3H]-4-(2-methoxyphenyl)-2-[4(5)-methyl-5(4)-imidazolylmethyl]thiazole. J Med Chem 1990, 33, 11, 3020-3. |
| 【2】 Rosen, T.; Nagel, A.A.; CP-93,318. Drugs Fut 1991, 16, 11, 992. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IV) | 14219 | 2-(5-Methyl-1H-imidazol-4-yl)ethanethioamide hydrochloride | C6H9N3S | 详情 | 详情 | |
| (V) | 14220 | 2-Bromo-1-(2-methoxyphenyl)-1-ethanone | 31949-21-0 | C9H9BrO2 | 详情 | 详情 |
| (VI) | 14221 | 2-Bromo-1-(5-bromo-2-methoxyphenyl)-1-ethanone | C9H8Br2O2 | 详情 | 详情 | |
| (VII) | 14222 | 4-Bromo-2-[2-[(5-methyl-1H-imidazol-4-yl)methyl]-1,3-thiazol-4-yl]phenyl methyl ether; 4-(5-Bromo-2-methoxyphenyl)-2-[(5-methyl-1H-imidazol-4-yl)methyl]-1,3-thiazole | C15H14BrN3OS | 详情 | 详情 |