関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 反応物 | Poly(difluoromethylene), alpha-(2-((2-carboxyethyl)thio)ethyl)-omega-fluoro- | HCID 171658 | — |
| 反応物 | Imidazolium chloride | HCID 10197644 | — |
| 反応物 | 3-chloro-N-ethyl-1-(pyridin-3-yl)-1H-pyrazol-amine | HCID 118022192 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | Tyclopyrazoflor | HCID 86700627 | 86.5% |
反応手順
A 20 mL vial was charged with 3-((3,3,3-trifluropropyl)thio)propanoic acid (0.999 g, 4.94 mmol) and acetonitrile (5 mL). Carbonyldiimidazole (0.947 g, 5.84 mmol) (off-gassing) and 1H-imidazole hydrochloride (0.563 g, 5.39 mmol) were added and the reaction was stirred at 20° C. for 4 hours. 3-Chloro-N-ethyl-1-(pyridine-3-yl)-1H-pyrazol-amine (1.00 g, 4.49 mmol) was added and the reaction was stirred at 75° C. for 42 hours, at which point HPLC analysis indicated that the conversion was 96%. The reaction was cooled to 20° C. and concentrated to dryness. The residue was purified by flash column chromatography using 80% ethyl acetate/hexanes as eluent. Pure fractions were combined and concentrated to afford a light yellow solid (1.58 g, 86%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US09434712B2 |
|---|
| 出典データセット | uspto-grants-2016_09 |
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| ORD ID | ord-e74b9209e8914f11b90f7af26d804861 |
|---|
| 出典メモ | uspto-grants-2016_09 |
|---|
