Cesium carbonate → 4-Iodo-1-(2,2,2-trifluoroethyl)-1H-pyrazole

In a microwave vial 4-iodo-1H-pyrazole (1.00 g, 5.16 mmol) and cesium carbonate (6.72 g, 20.6 mmol) were suspended in DMF (8.0 mL) and 1,1,1-trifluoro-2-iodoethane (2.06 mL, 20.6 mmol) was added. The mixture was heated at 90° C. by microwave for 60 minutes then the mixture was filtered and the filter cake rinsed with EtOAc. The filtrate was concentrated then taken up in EtOAc and 50% saturated aqueous NH4Cl. The organic layer was washed with sat LiCl and sat NaCl then dried over MgSO4. The solution was concentrated and the residue purified by SiO2 chromatography (5-35% EtOAc/heptane) to afford 1.08 g (76%) of 4-iodo-1-(2,2,2-trifluoroethyl)-1H-pyrazole as a colorless oil.

1. filtrationthe mixture was filtered
2. washthe filter cake rinsed with EtOAc
3. concentrationThe filtrate was concentrated
4. washThe organic layer was washed with sat LiCl
5. dry with materialthen dried over MgSO4
6. concentrationThe solution was concentrated
7. customthe residue purified by SiO2 chromatography (5-35% EtOAc/heptane)

ORD-Eintrag

ord-21b55ddfe1e34d57815bf7a2f0642532

Quelldatensatz

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08518945B2