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Diisopropylethylamine → 3-({1-[(3-Methyl-5-phenylisoxazol-4-yl)carbonyl]pyrrolidin-2-yl}methyl)pyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| 反応物 | 3-Methyl-5-phenylisoxazole-4-carboxylic acid | HCID 2776514 | — |
| 反応物 | 3-(2-Pyrrolidinylmethyl)pyridine | HCID 3263876 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-({1-[(3-Methyl-5-phenylisoxazol-4-yl)carbonyl]pyrrolidin-2-yl}methyl)pyridine | HCID 59170244 | — |
反応手順
3-Methyl-5-phenyl-4-isoxazolecarboxylic acid (40 mg, 0.197 mmol), 3-(pyrrolidin-2-ylmethyl)pyridine (50.5 mg, 0.215 mmol), O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (86.2 mg, 0.268 mmol) and diisopropylethylamine (25.4 mg, 0.197 mmol) were mixed in dimethylformamide (1.0 mL) and stirred at room temperature. Solvent was evaporated in vacuo, and the residue was taken up in methanol (1 mL), filtered and purified by preparative chromatography. The combined fractions were partitioned between NaHCO3 (sat) and ethylacetate. The organic layer was washed with water and concentrated in vacuo to afford the title compound. HRMS (ESI, pos. ion) m/z calcd for C21H21N3O2: 347.1634, found 347.1642.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07666888B2 |
| 出典データセット | uspto-grants-2010_02 |
| ORD ID | ord-95b6aeec88fd4f12ad0a50e3f22fc281 |
| 出典メモ | uspto-grants-2010_02 |