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

Participants

Reaction Conditions

Reaction Steps

To a solution of 2,2,2-trifluoroethanol (0.672 mL, 9.36 mmol) in THF (18.08 mL), was added, portionwise, 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 h. 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 Intermediate 106A as a yellow solid. MS (ESI): m/z=304.7 [M+H]+ HPLC Peak ret. T=0.88 minutes was product. (HPLC conditions: Condition F).

Provenance & Evidence