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2-Bromo-3'-chloroacetophenone → Ethyl 2-[4-(2-{[4-(3-chlorophenyl)-1,3-thiazol-2-yl][4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Bromo-3'-chloroacetophenone | HCID 38738 | — |
| 反応物 | Ethyl 2-[4-(2-{(aminocarbonothioyl)[4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate | HCID 59643246 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Ethyl 2-[4-(2-{[4-(3-chlorophenyl)-1,3-thiazol-2-yl][4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate | HCID 69099537 | 61% |
反応手順
A solution of ethyl 2-[4-(2-{(aminocarbonothioyl)[4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (162 mg; 0.35 mmol) and 3-chlorophenacyl bromide (82 mg; 0.35 mmol) in EtOH (4 ml) was heated to reflux for 12 hr. Upon cooling the mixture was concentrated and the residue purified by flash chromatography using ethyl acetate-hexane mixtures (5–50% gradient) to afford ethyl 2-[4-(2-{[4-(3-chlorophenyl)-1,3-thiazol-2-yl][4-(trifluoromethyl)benzyl]amino}ethyl)phenoxy]-2-methylpropanoate (128 mg; 61% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07319104B2 |
| 出典データセット | uspto-grants-2008_01 |
| ORD ID | ord-a24aacb05c684f91b532c0113ccfbdb3 |
| 出典メモ | uspto-grants-2008_01 |