化工社化工社 化学情報印刷レポート · 研究参考用
4-Fluoroiodobenzene → 1-(4-fluorophenyl)-6-methyl-1H-indazol-5-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Fluoroiodobenzene | HCID 9605 | — |
| 反応物 | 1,2-Diaminocyclohexane, trans- | HCID 43806 | — |
| 反応物 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 反応物 | 6-methyl-1H-indazol-5-ol | HCID 22934018 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 1-(4-fluorophenyl)-6-methyl-1H-indazol-5-ol | HCID 59252772 | 38% |
反応手順
6-Methyl-1H-indazol-5-ol (5.0 g, 33.7 mmol) was dissolved in 50 mL dry dioxane in a stainless steel pressure tube. Trans-1,2-cyclohexanediamine (2.0 mL, 17 mmol) was added followed by CuI (647 mg, 3.4 mmol) and then K3PO4 12.7 g, 60 mmol). After the addition of 4-fluoro-1-iodobenzene (3.9 mL, 33.7 mmol), the reactor was sealed and heated at 100 C for 24 h. The reactor was cooled and the contents were taken up in EtOAc, filtered through a SiO2 plug with EtOAc and concentrated in vacuo. The crude product was chromatographed on SiO2 using 1:3 EtOAc/hexanes to give 3.1 g (38% yield) of 1-(4-fluorophenyl)-6-methyl-1H-indazol-5-ol. MS found: (M+H)+=242.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08067447B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-76760e771f8a434eb7c889e7fa789c4b |
| 出典メモ | uspto-grants-2011_11 |