HCID 12793231, compound → [2,4-Bis-(2,4-difluoro-phenoxy)-pyrimidin-5-yl]-(2-chloro-5-methylsulfanyl-phenyl)-methanone

Participants

Reaction Conditions

Reaction Steps

To 5-bromo-2,4-bis-(2,4-difluoro-phenoxy)-pyrimidine (3.83 g, 9.23 mmol) in dry THF at 0° C. was added isopropyl magnesium chloride (6.93 mL of 2.0 M solution in THF, 13.85 mmol). The resulting mixture was stirred at 0° C. for 20 minutes. A solution of 2-chloro-5-methylsulfanyl-benzoyl chloride (4.27 g, 19.33 mmol) in 20 mL dry THF was added dropwise, with stirring at 0° C. continued for one hour. The reaction mixture was partitioned between water and ethyl acetate, and the organic layer was separated, washed with saturated brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was chromatographed through silica gel (EtOAc/hexanes 5-25%) to give 3.015 g of [2,4-bis-(2,4-difluoro-phenoxy)-pyrimidin-5-yl]-(2-chloro-5-methylsulfanyl-phenyl)-methanone, MS (M+H)=521.

Provenance & Evidence