2,2,2-Trifluoroethanol → HCID 67269737, compound

Participants

Reaction Conditions

Reaction Steps

To a flame-dried microwave vial under Ar gas was added N-((1S,2R)-1-((3-fluorophenyl)methyl)-3-(((4′S)-8′-chloro-6′-(2,2-dimethylpropyl)-3′,4′-dihydrospiro[cyclobutane-1,2′-pyrano[2,3-c]pyridin]-4′-yl)amino)-2-hydroxypropyl)-2-(methyloxy)acetamide (100 mg, 182 μmol), cesium carbonate (357 mg, 1095 μmol), DavePhos (79 mg, 201 μmol), palladium(II) acetate (41 mg, 182 μmol) were added and vial was flushed with N2 5×, then 2,2,2-trifluoroethanol (332 μl, 4561 μmol) and toluene (1 mL) were added simultaneously. The reaction was heated in the microwave at 110° C. for 30 min. The reaction mixture was filtered through a small plug of silica gel, and the residue purified by reverse phase HPLC to give the title compound as a tan amorphous solid. MS m/z: 612.0 (M+1).

Provenance & Evidence