Tricyclohexylphosphine → HCID 117843984, compound

Participants

Reaction Conditions

Reaction Steps

tert-butyl 3-((2-bromo-5-chlorophenyl)(methyl)carbamoyl)azetidine-1-carboxylate 7.57 (112 mg, 0.28 mmol), palladium acetate (6.6 mg, 0.03 mmol), tricyclohexylphosphine (8.4 mg, 0.03 mmol), and sodium t-butoxide (42 mg, 0.44 mmol) were added to a flask and system was evacuated and placed under argon. Dioxane (2 mL) was added and mixture was heated at 80° C. for 20 hours. After cooling to rt, mixture was poured into 50% saturated NH4Cl(aq) and extracted with ethyl acetate. Layers were separated and organics were dried (Na2SO4), filtered, and concentrated under reduced pressure. The resulting residue was purified via silica gel column chromatography (0-30% ethyl acetate/hexanes) to yield tert-butyl 6′-chloro-1′-methyl-2′-oxospiro[azetidine-3,3′-indoline]-1-carboxylate 7.58 (63 mg).

Provenance & Evidence