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Dimethylformamide → (S)-N-(1-(4-Bromophenyl)ethyl)-1H-pyrazole-4-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethylformamide | HCID 6228 | — |
| 反応物 | (alphaS)-4-Bromo-alpha-methylbenzenemethanamine | HCID 852999 | — |
| 反応物 | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| 反応物 | Pyrazole-4-carboxylic acid | HCID 3015937 | — |
| 生成物 | (S)-N-(1-(4-Bromophenyl)ethyl)-1H-pyrazole-4-carboxamide | HCID 89672302 | — |
反応手順
To 5.0 g (44.6 mmol) 4-pyrazolecarboxylic acid in 100 mL DMF 15.2 mL (89.2 mmol) DIPEA and 15.7 g (49.1 mmol) TBTU are added and the mixture is stirred for 10 min at rt. Subsequently 8.9 g (44.6 mmol) (S)-1-(4-bromophenyl)ethylamine are added and stirring is continued over night. The mixture is poured on water and is extracted with ethyl acetate. The combined organic layers are dried over sodium sulphate and the solvent is removed in vacuo. The residue is triturated with DCM to yield the desired product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08530461B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-35c558e166d3439c925f4ad65b21b742 |
| 出典メモ | uspto-grants-2013_09 |