関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | N-Isopropylhydroxylamine Hydrochloride | HCID 170873 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 反応物 | HCID 178448620 | HCID 178448620 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | HCID 178448637 | HCID 178448637 | 19% |
反応手順
To a solution of Example 81C (0.51 g, 1.3 mmol) and N-isopropylhydroxylamine hydrochloride (0.29 g, 2.6 mmol) in THF (20 mL) was added potassium tert-butoxide (0.43 g, 3.8 mmol). The mixture was warmed to 40° C. for 18 hours then concentrated under reduced pressure. Purification by column chromatography (SiO2, 50% hexanes/EtOAc then 100% EtOAc then 9:1:0.1 EtOAc:MeOH:Et3N) afforded the title compound (0.11 g, 0.24 mmol, 19% yield). 1H NMR (300 MHz, CDCl3) δ ppm 0.97 (t, J=7.3 Hz, 3H) 1.11 (d, J=6.4 Hz, 6H) 1.33-1.49 (m, 2H) 1.42 (s, 9H) 1.63-1.73 (m, 2H) 3.43-3.59 (m, 1H) 3.75 (s, 3H) 4.28 (dd, J=7.1 Hz, 2H) 6.06 (s, 1H) 7.08 (s, 1H) 7.48 (dd, J=8.6, 1.9 Hz, 1H) 7.68 (d, J=8.8 Hz, 1H) 8.14 (d, J=2.0 Hz, 1H); MS (DCI/NH3) m/z 455 (M+H)+. Anal. calculated for C23H33F3N4O2: Calc: C, 60.78; H, 7.32; N, 12.33. Found: C, 60.87; H, 7.37; N, 12.16.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08859596B2 |
|---|
| 出典データセット | uspto-grants-2014_10 |
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| ORD ID | ord-8b59b6d50b2947b6866a0a753604e787 |
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| 出典メモ | uspto-grants-2014_10 |
|---|
