Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
4-Fluoroiodobenzene → 1-(4-fluorophenyl)-6-methyl-1H-indazol-5-ol
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 4-Fluoroiodobenzene | HCID 9605 | — |
| 반응물 | 1,2-Diaminocyclohexane, trans- | HCID 43806 | — |
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | 6-methyl-1H-indazol-5-ol | HCID 22934018 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Ethyl Acetate | HCID 8857 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | 1-(4-fluorophenyl)-6-methyl-1H-indazol-5-ol | HCID 59252772 | 38% |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08067447B2 |
| 출처 데이터셋 | uspto-grants-2011_11 |
| ORD ID | ord-76760e771f8a434eb7c889e7fa789c4b |
| 출처 메모 | uspto-grants-2011_11 |