反应详情

温度

60 °C

To a solution of 1-(4-fluorophenyl)-4-methyl-1,3-pentanedione (preparation disclosed in Example 1, Step A) (155 g, 0.74 mol) in 1 l glacial acetic acid was added, under a N2 atmosphere at room temperature, 90 g (0.82 mol) of 2-hydrazinopyrimidine (prepared according to J. Chesterfield et al., J. Chem. Soc., 3478, 1955). This was heated to 60° C. for one hour, cooled to room temperature and poured into 4 l saturated NaHCO3 aqueous solution. The resulting mixture was extracted with EtOAc and the organic layer was separated and washed with water and brine. This solution was dried over MgSO4, filtered and concentrated in vacuo. The crude reaction mixture was flash chromatographed on a silica gel column, eluting with 10% EtOAc-toluene yielding 16.4 g of 2-[5-(4-fluorophenyl)-3-(1-methylethyl)-1H-pyrazol-1-yl]pyrimidine and 94 g of 5(3)-4-fluorophenyl)-3(5)-(1-methylethyl)-1H-pyrazole, mp 102°-103° C.

1. temperaturecooled to room temperature
2. extractionThe resulting mixture was extracted with EtOAc
3. customthe organic layer was separated
4. washwashed with water and brine
5. dry with materialThis solution was dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe crude reaction mixture
9. customchromatographed on a silica gel column
10. washeluting with 10% EtOAc-toluene yielding 16.4 g of 2-[5-(4-fluorophenyl)-3-(1-methylethyl)-1H-pyrazol-1-yl]pyrimidine and 94 g of 5(3)-4-fluorophenyl)-3(5)-(1-methylethyl)-1H-pyrazole, mp 102°-103° C.