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【结 构 式】 
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【分子编号】25328 【品名】N-(3-aminopropyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide 【CA登记号】 |
【 分 子 式 】C12H23N3O 【 分 子 量 】225.33424 【元素组成】C 63.96% H 10.29% N 18.65% O 7.1% |
合成路线1
该中间体在本合成路线中的序号：(III)Pyrroline (III) was prepared by Favorskii rearrangement of 3,5-dibromo-2,2,6,6-tetramethylpiperidinone (I) in the presence of 1,3-diaminopropane (II). Acylation at the primary amino group of (III) with phthalic anhydride (IV) gave the 2-carboxybenzamide (VI), which was cyclized to the target phthalimide (VII) by refluxing in toluene in the presence of Et3N. Alternatively, the phthalimido derivative (VII) was obtained by condensation of amine (III) with phthalimide (V) at 150 C. The target compound was then isolated as the hydrochloride salt upon treatment with HCl in EtOH-Et2O.
| 【1】 Bodi, I.; Csak, J.; Frank, L.; Hankovszky, O.H.; Hideg, K. (Alkaloida Chemical Co. Ltd.); New alkyl diamine derivatives. EP 0134225; JP 1985500669; US 4703056; US 5028609; US 5032600; WO 8402907 . |
| 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) | 25327 | 3,5-dibromo-2,2,6,6-tetramethyl-4-piperidinone | 57167-75-6 | C9H15Br2NO | 详情 | 详情 |
| (II) | 19331 | 3-aminopropylamine; 1,3-propanediamine | 109-76-2 | C3H10N2 | 详情 | 详情 |
| (III) | 25328 | N-(3-aminopropyl)-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide | C12H23N3O | 详情 | 详情 | |
| (IV) | 11900 | 2-Benzofuran-1,3-dione;1,2-Benzenedicarboxylic Anhydride;1,2-BENZENE DICARBOXYLIC ACID ANHYDRIDE;1,2-BENZENEDICARBONIC ACID, ANHYDRIDE;1,3-DIOXOPHTHALAN;1,3-ISOBENZOFURANDIONE;o-phthalic anhydride; Phthalic anhydride | 85-44-9 | C8H4O3 | 详情 | 详情 |
| (V) | 12376 | Phthalimide; 1H-Isoindole-1,3(2H)-dione; Isoindole-1,3-dione;Phthalic dicarboximide;Phenylimide;Isoindole-1,3-dione | 85-41-6 | C8H5NO2 | 详情 | 详情 |
| (VI) | 25329 | 2-[[(3-[[(2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)carbonyl]amino]propyl)amino]carbonyl]benzoic acid | C20H27N3O4 | 详情 | 详情 | |
| (VII) | 25330 | N-[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxamide | C20H25N3O3 | 详情 | 详情 |