Acetic Anhydride → HCID 56651994, compound

Participants

Reaction Steps

To a solution of 5-(3,5-dichlorophenyl)-3-(4-(3-fluoroazetidin-3-yl)phenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazole (Preparation 15, 200 mg, 0.462 mMol) in dichloromethane (3 mL) was added triethylamine (0.192 mL) followed by acetic anhydride (50.2 μL). The reaction was allowed to stir at room temperature overnight. The solution was diluted with water and allowed to stir for 10 minutes. The mixture was passed through an ISCO Phase Separator. A stream of nitrogen was blown onto the organics then placed under high vacuum to form a white foam 200 mg (91% yield) 1H NMR (400 MHz, CDCl3-d) δ ppm 2.01 (s, 3H) 3.73 (d, 1H) 3.92 (qd, 1H) 4.12 (d, 1H) 4.32-4.56 (m, 3H) 4.59-4.70 (m, 1H) 7.46 (t, 1H) 7.52-7.59 (m, 4H) 7.76 (d, 2H), LC/MS retention time=3.510 min; MS calculated for (C21H16Cl2F4N2O2), 474.052; found 475.0 M+H.

Provenance & Evidence