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【结 构 式】 
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【分子编号】44238 【品名】N,N-dimethyl-2-[(1-methyl-1H-pyrazol-5-yl)(2-thienyl)methoxy]-1-ethanamine; N,N-dimethyl-N-[2-[(1-methyl-1H-pyrazol-5-yl)(2-thienyl)methoxy]ethyl]amine 【CA登记号】 |
【 分 子 式 】C13H19N3OS 【 分 子 量 】265.37948 【元素组成】C 58.84% H 7.22% N 15.83% O 6.03% S 12.08% |
合成路线1
该中间体在本合成路线中的序号：(VII)Lithiation of N-methylpyrazole (I) by means of n-butyllithium, followed by addition to 2-thiophenecarboxaldehyde (II), afforded carbinol (III). This compound was alternatively obtained by sodium borohydride reduction of diheteroaryl ketone (IV). Condensation of alcohol (III) with either 2-(dimethylamino)ethyl chloride (IV) in the presence of NaOH or 2-(dimethylamino)ethanol (VI) under catalysis of H2SO4 furnished ether (VII). This compound was finally converted to the title citrate salt by treatment with citric acid in EtOH.
| 【1】 Frigola-Constansa, J.; Andaluz-Mataro, B.; Merce-Vidal, R. (Laboratorios del Dr. Esteve, SA); Thienylazolylalcoxyethanamines, their preparation and their application as medicaments. WO 9952525 . |
| 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) | 44234 | 1-methyl-1H-pyrazole; N-Methylpyrazole | 930-36-9 | C4H6N2 | 详情 | 详情 |
| (II) | 30732 | 2-thiophenecarbaldehyde; Thiophene-2-carboxaldehyde | 98-03-3 | C5H4OS | 详情 | 详情 |
| (III) | 44235 | (1-methyl-1H-pyrazol-5-yl)(2-thienyl)methanol | C9H10N2OS | 详情 | 详情 | |
| (IV) | 44236 | (1-methyl-1H-pyrazol-5-yl)(2-thienyl)methanone | C9H8N2OS | 详情 | 详情 | |
| (V) | 11907 | Dimethylaminoethyl chloride; 2-Dimethylaminoethyl chloride; 2-Chloro-N,N-dimethyl-1-ethanamine; N-(2-Chloroethyl)-N,N-dimethylamine | 107-99-3 | C4H10ClN | 详情 | 详情 |
| (VI) | 44237 | 2-(dimethylamino)-1-ethanol | 108-01-0 | C4H11NO | 详情 | 详情 |
| (VII) | 44238 | N,N-dimethyl-2-[(1-methyl-1H-pyrazol-5-yl)(2-thienyl)methoxy]-1-ethanamine; N,N-dimethyl-N-[2-[(1-methyl-1H-pyrazol-5-yl)(2-thienyl)methoxy]ethyl]amine | C13H19N3OS | 详情 | 详情 |