反应详情

To a solution of 1H-pyrazol-3-amine (166 mg, 2 mmol, Aldrich) in acetonitrile (8 ml) was added triethylamine (0.558 ml, 4.0 mmol, Aldrich) and the stirred solution was cooled in an ice-water bath. To the mixture was added a solution of 2-chlorobenzoyl chloride (0.253 ml, 2.0 mmol, Aldrich) in acetonitrile (7 ml). The mixture was stirred under nitrogen and allowed to warm slowly to ambient temperature overnight. The mixture was concentrated in vacuo. The residue was partitioned between ethyl acetate (approximately 30 ml) and water (approximately 30 ml). The layers were separated and the aqueous phase was washed with further ethyl acetate (2×20 ml). The combined organic layers were filtered through a hydrophobic frit and the filtrate concentrated in vacuo to give the crude material (0.47 g). The sample was loaded in dichloromethane and purified on silica 50 g using 0-100% ethyl acetate-cyclohexane. The appropriate fractions were combined and concentrated in vacuo to give the title compound as a colourless solid (0.198 g); LCMS: (System 4) MH+=222, tRET=1.54 min.

1. temperaturethe stirred solution was cooled in an ice-water bath
2. concentrationThe mixture was concentrated in vacuo
3. customThe residue was partitioned between ethyl acetate (approximately 30 ml) and water (approximately 30 ml)
4. customThe layers were separated
5. washthe aqueous phase was washed with further ethyl acetate (2×20 ml)
6. filtrationThe combined organic layers were filtered through a hydrophobic frit
7. concentrationthe filtrate concentrated in vacuo
8. customto give the crude material (0.47 g)
9. custompurified on silica 50 g
10. concentrationconcentrated in vacuo