関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 2-(Trifluoromethyl)benzylamine | HCID 76447 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 3-(((Tert-butoxy)carbonyl)amino)cyclohexane-1-carboxylic acid | HCID 4420316 | — |
| 反応物 | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-amino-N-(2-(trifluoromethyl)benzyl)cyclohexanecarboxamide | HCID 59448247 | — |
反応手順
To a solution of 3-(Boc-amino)cyclohexanecarboxylic acid (500 mg, 2.055 mmol, 1 equivalent) in dimethylformamide (10 ml) was added O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU, 781 mg, 2.055 mmol, 1 equivalent) and diisopropylethylamine (0.716 ml, 4.11 mmol, 2 equivalents). 2-trifluoromethyl benzylamine (360 mg, 2.055 mmol, 1 equivalent) was added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated to give the crude product, which was purified with RP-HPLC. The purified compound was treated with 50% TFA in DCM (20 ml) at room temperature for 2 hours, and then the solvents were removed in vacuo. The product (103 mg, 12% yield) was carried onto the next step without further purification. MS (ES+): m/e 301.06 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07994317B2 |
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| 出典データセット | uspto-grants-2011_08 |
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| ORD ID | ord-74602e20f4fe4818a11231872e75c4bb |
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| 出典メモ | uspto-grants-2011_08 |
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