Diisopropylethylamine → HCID 67469166, compound

Participants

Reaction Conditions

Reaction Steps

Under an atmosphere of argon, 2,6-difluorobenzoyl chloride (23 mg, 132 μmol) was added to a stirred solution of 89 (25 mg, 88 μmol) and Hünig's base (46 μL, 34 mg, 264 μmol) in dichloromethane (440 μL) at room temperature. The reaction was stirred for 0.5 h. The solution was diluted with tetrahydrofuran (1 mL), methanol (1 mL) and 1.2 M lithium hydroxide solution (0.5 mL). The mixture was stirred and heated to 60° C. for 10 min then cooled to room temperature, diluted with dichloromethane and dried with sodium sulfate. The mixture was concentrated under reduced pressure. Flash chromatography (ISCO system, silica, 0-20% ethyl acetate in hexane) provided 90 (12.2 mg, 33%) as a solid: LRESIMS m/z 424.1 [M+H]+, calcd. for C20H11Cl1F4N1O3 424.0.

Provenance & Evidence