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Isobutylamine → N-(6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-3-cyanopyridin-2-yl)-N-isobutylpropionamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Isobutylamine | HCID 6558 | — |
| 反応物 | Propionyl chloride | HCID 62324 | — |
| 反応物 | 2-Chloro-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)nicotinonitrile | HCID 10150677 | — |
| 反応物 | 5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-2-(isobutylamino)nicotinonitrile | HCID 44440994 | — |
| 反応物 | HCID 178418689 | HCID 178418689 | — |
| 生成物 | N-(6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-3-cyanopyridin-2-yl)-N-isobutylpropionamide | HCID 68717477 | — |
反応手順
To 6-(2,4-dichlorophenyl)-5-(4-chlorophenyl)-2-(isobutylamino)pyridine-3-carbonitrile [prepared by reacting the product of Example 1 step C with isobutyl amine] (0.26 g) in TH (2.5 mL) was added MeMgBr (0.47 mL, 1.4 M solution in toluene THF 3:1) followed by propionyl chloride. After 1 hour 45 minutes the reaction was quenched with 2 M aqueous HCl, diluted with EtOAc and washed with saturated aqueous NaHCO3 solution. The dried solution (Na2SO4) was concentrated and purified via flash chromatography on silica gel eluted with 20% EtOAc in hexane affording the title compound. HPLC/MS: 486.2(M+1), 488.2 (M+3); Rt=4.60 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07728141B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-735b7ed88fb94323b68b01653e9c3a81 |
| 出典メモ | uspto-grants-2010_06 |