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Potassium Carbonate → (S)-1-(3-hydroxypropyl)-2-(N,N-dimethylcarbamoyl)pyrrolidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 3-Bromo-1-propanol | HCID 12308 | — |
| 反応物 | (2S)-N,N-dimethylpyrrolidine-2-carboxamide | HCID 7408249 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | (S)-1-(3-hydroxypropyl)-2-(N,N-dimethylcarbamoyl)pyrrolidine | HCID 54383891 | 48.3% |
反応手順
A mixture of (S)-2-(N, N-dimethylcarbamoyl)pyrrolidine (426 mg, 3 mmol), (Chem. pharm. Bull. 1973, 21, 2112-2116), 3-bromo-1-propanol (0.41 ml, 4.5 mmol) and potassium carbonate (829 mg, 6 mmol) in acetonitrile (6 ml) was heated at reflux for 8 hours. The mixture was allowed to cool and was partitioned between methylene chloride and water. The organic layer was separated, washed with brine, dried (MgSO4) and the solvent removed by evaporation. The residue was purified by column chromatography, eluting with methylene chloride/methanol (a gradient from 90/10 to 60/40) to give (S)-1-(3-hydroxypropyl)-2-(N, N-dimethylcarbamoyl)pyrrolidine (290 mg, 48%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06673803B2 |
| 出典データセット | uspto-grants-2004_01 |
| ORD ID | ord-ae07fa032c524b73b809b2df9a7abb26 |
| 出典メモ | uspto-grants-2004_01 |