Trifluoroacetic anhydride → HCID 58109410, compound

Participants

Reaction Steps

To a solution of 3-((R)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl) propanamide (80 mg, 0.166 mmol) in anhydrous CH2Cl2 (5 mL) and DIEA (0.5 mL) was added TFAA (72 mg, 0.332 mmol) at 0° C. The mixture was stirred for 2 h. The solvent was removed under reduced pressure, and the residue was purified by preparative HPLC to afford 3-((R)-3-((S)-1-(2′,4′-difluorobiphenyl-4-yl)ethyl)-6-(4-fluorophenyl)-2-oxo-1,3-oxazinan-6-yl) propanenitrile (40 mg, yield 54%). 1H NMR (CDCl3): 1.98-2.18 (m, 1H), 2.11-2.40 (m, 4H), 2.51-2.60 (m, 1H), 2.92 (m, 1H), 5.53 (m, 1H), 6.80-6.90 (m, 2H), 6.94 (m, 2H), 7.01 (m, 2H), 7.19 (m, 2H), 7.21 (m, 2H). LC-MS Method 3 tR=1.22 min, m/z=488.

Provenance & Evidence