反应详情

3-Nitro-1H-pyrazole (Fluorochem) (0.505 g, 4.47 mmol) was dissolved in DMF (10 ml). Potassium carbonate (0.973 g, 7.04 mmol) and sodium iodide (75 mg, 0.50 mmol) were added. 2-(Bromomethyl)-4-chloro-1-[(phenylmethyl)oxy]benzene (WO2006066968) (1.33 g, 4.25 mmol) was added and washed in with further DMF (10 ml). The reaction was stirred at room temperature for 30 min, then concentrated in vacuo. The crude material was treated with water (150 ml). The aqueous mixture was extracted with EtOAc (3×150 ml). The combined organic extracts were dried (MgSO4) and concentrated in vacuo. The residue was purified on silica (70 g) using 0-100% EtOAc-cyclohexane. Appropriate fractions were concentrated in vacuo to give the title compound as a yellow solid (952 mg);

1. washwashed in with further DMF (10 ml)
2. concentrationconcentrated in vacuo
3. additionThe crude material was treated with water (150 ml)
4. extractionThe aqueous mixture was extracted with EtOAc (3×150 ml)
5. dry with materialThe combined organic extracts were dried (MgSO4)
6. concentrationconcentrated in vacuo
7. customThe residue was purified on silica (70 g)
8. concentrationAppropriate fractions were concentrated in vacuo