2,2,2-Trifluoroethanol → HCID 65815868, compound

Temperature

0 °C

To a solution of 2,2,2-trifluoroethanol (0.672 mL, 9.36 mmol) in THF (18.08 mL) was added, portion wise, at 0° C., NaH (0.424 g, 10.61 mmol). The reaction mixture was stirred at 0° C. for 30 min. Then 4-chloro-5-iodopyrimidine (1.5 g, 6.24 mmol) was added and the reaction mixture was refluxed for about 1 hr. The reaction mixture was allowed to cool to room temperature, then a saturated aqueous solution of NH4Cl was added. The mixture was diluted with EtOAc and the layers were separated. The aqueous phase was extracted with EtOAc (2×). The combined organics were washed with brine (1×), dried over Na2SO4, filtered, and concentrated in vacuo to afford the title compound as a yellow solid. ESI MS (M+H)+=304.7.

1. customat 0° C.
2. temperaturethe reaction mixture was refluxed for about 1 hr
3. temperatureto cool to room temperature
4. customthe layers were separated
5. extractionThe aqueous phase was extracted with EtOAc (2×)
6. washThe combined organics were washed with brine (1×)
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated in vacuo

ORD record

ord-5c6e6064d15343a4a40f9504c39f7372

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08969586B2