Potassium Carbonate → HCID 59753956, compound

Participants

Reaction Conditions

Reaction Steps

To a 5 mL round bottom flask fitted with a stir bar and septum was added 2-(3,4-difluorophenoxy)-4-methoxy-5-trifluoromethansulfonyl-6-[2 4-dichlorophenyl]pyrimidine (85 mg, 0.16 mmol) as described in Reference Example 17, anhydrous potassium carbonate (66 mg, 0.48 mmol) and 4-fluorobenzeneboronic acid (44 mg, 0.32 mmol) in 1 mL 80/20 toluene/ethanol. The mixture was degassed under nitrogen with three freeze-thaw cycles and tetrakis(triphenylphosphine) palladium (27 mg, 0.024 mmol) was added to the reaction mixture and the mixture was heated between 75-90° C. for 4 h. The solvent was removed under reduced pressure and the residue flash chromatographed with 95/5 hexane/ethyl acetate to recover the desired product. HPLC/MS: m/e=477 (M+−1); Rt=4.54 min. 1H-NMR 500 MHz (CDCl3): δ 3.97 (s, 3H), 6.96 (m, 2H), 7.02-7.20 (m, 7H), 7.33 (d, J=2 Hz, 1H).

Provenance & Evidence