Hydrogen Bromide → HCID 86637553, compound

Participants

Reaction Conditions

Reaction Steps

Into a 20 mL vial with stir bar was added (3′-Chloro-2-fluoro-6-methoxy-biphenyl-3-yl)-acetic acid (I-74, R1=Me, Y═F) (306 mg, 1.04 mmol), dichloroethane (4 mL), thionyl chloride (151 uL, 2.08 mmol) and the solution was stirred at 80° C. for 1 hour. The solution was cooled to 0° C., 4 mL of dichloromethane were added, and a solution of (trimethylsilyl)diazomethane (1.56 mL, 3.11 mmol, 2.0 M in ether) was added and the reaction stirred at room temperature for 16 hours. The reaction was cooled to 0° C. and 0.5 mL HBr (48% in H2O) was added. After 30 minutes at 0° C., Na2CO3 was added until bubbling ceased and the reaction was dried by the addition of Na2SO4. The suspension was filtered and concentrated to yield product (390 mg, 99%) as a brown oil, which was used as is.

Provenance & Evidence