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Diisopropylethylamine → Methyl 2-({[4-(2-{ethyl[4-(trifluoromethyl)benzyl]amino}-2-oxoethyl)phenyl]thio}methyl)benzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | Benzenemethanamine, N-ethyl-4-(trifluoromethyl)- | HCID 485421 | — |
| 反応物 | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| 反応物 | (4-{[2-(Methoxycarbonyl)benzyl]thio}phenyl)acetic acid | HCID 69120445 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Methyl 2-({[4-(2-{ethyl[4-(trifluoromethyl)benzyl]amino}-2-oxoethyl)phenyl]thio}methyl)benzoate | HCID 69120484 | 94% |
反応手順
Ethyl[4-(trifluoromethyl)benzyl]amine (284 mg, 1.40 mmol) and (4-{[2-(methoxycarbonyl)benzyl]thio}phenyl)acetic acid (443 mg, 1.40 mmol, See Example 2 b) were mixed in DMF (15 ml). TBTU (472 mg, 1.47 mmol) was added and then DIPEA (190 mg, 1.47 mmol) was added. The mixture was stirred at room temperature for 1 hour. EtOAc (20 ml) was added. The mixture was then washed with sodium hydrogencarbonate aqueous solution (sat.), 1% HCl, water (×2) and brine, dried with magnesium sulphate and evaporated. The title compound (663 mg) was left, yield 94%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07355069B2 |
| 出典データセット | uspto-grants-2008_04 |
| ORD ID | ord-867a7178aa9d4b2c8c1dc4f4f07f35dc |
| 出典メモ | uspto-grants-2008_04 |