Water → HCID 178474193, compound

Participants

Reaction Steps

(Z)-5-((5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)imidazolidine-2,4-dione (75 mg, 0.23 mmol) was suspended in 1,4-dioxane (1.6 mL).N-(3-aminophenyl)acetamide (52 mg, 0.35 mmol), Cs2CO3 (105 mg, 0.32 mmol), (±)-BINAP (9 mg, 0.06 mmol) and palladium(II) acetate (7 mg, 0.04 mmol) were then added. The mixture was sealed and irradiated at 120° C. for 30 min in the microwave. H2O (8 mL) was added and the precipitate was filtered off and dried. The crude residue was purified via flash column chromatography (2.5-3.5% MeOH/dichloromethane) to yield (Z)-N-(3-(7-(cyclopropylamino)-3-((2,5-dioxoimidazolidin-4-ylidene)methyl)pyrazolo[1,5-a]pyrimidin-5-ylamino)phenyl)acetamide (12 mg, 12%) as a bright yellow solid. LCMS (ES): >90% pure, m/z 433 [M+1]+.

Provenance & Evidence