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

A mixture of 4-iodo-pyrazole (582 mg, 3.0 mmole) and cesium carbonate (1.96 g, 6.0 mmole) was stirred with DMF (6 mL) for 5 minutes. Trifluoroethyl triflate (0.52 mL, 870 mg, 3.75 mmole) was added and the reaction was stirred at room temperature for 4.5 hours. The reaction was added to water (60 mL) and extracted with ether (3×25 mL). The combined organic extracts were washed with water (3×20 mL) and with brine; then dried (MgSO4) and evaporated to afford the title compound (857 mg, 89%). 1H-NMR (CDCl3, 500 MHz): δ 4.72 (q, J=8.20, 2H), 7.58 (s, 1H), 7.61 (s, 1H).

1. extractionextracted with ether (3×25 mL)
2. washThe combined organic extracts were washed with water (3×20 mL) and with brine
3. dry with materialthen dried (MgSO4)
4. customevaporated

ORD record

ord-81c614a2911741efb2701683913e2b0f

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09371319B2