Potassium Phosphate, Tribasic → HCID 68291057, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (1S,3R)-methyl 3-(6-bromo-3-carbamoylpyrrolo[1,2-b]pyridazin-4-ylamino)-1,2,2-trimethylcyclopentanecarboxylate (307 mg, 0.725 mmol) in DMF (4.8 ml) was added into a reaction vial charged with phenylboronic acid (177 mg, 1.450 mmol), 1,1′-bis(di-tert-butylphosphino)ferrocene (34.8 mg, 0.073 mmol) and palladium (II) acetate (16.28 mg, 0.073 mmol), followed by addition of a 2.0 M aqueous potassium phosphate, dibasic solution (1.1 ml, 2.176 mmol). The suspension was purged with nitrogen for 5 minutes. The vial was sealed and heated at 90° C. for 2 hrs. The reaction was cooled to room temperature and diluted with ethyl acetate (20 ml). The ethyl acetate solution was washed with water (3×10 ml), dried with sodium sulfate, filtered, and concentrated under reduced pressure to give a light yellow oil. The crude product was chromatographed on the silica gel column eluted with 0-50% ethyl acetate in hexane, yielding the title compound (182 mg, 0.433 mmol, 59.7% yield) as a white solid. LC/MS found [M+H]+=420.9.

Provenance & Evidence