Dimethylformamide → HCID 66864796, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of (2S)-5-amino-6-iodo-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one from Step A (750 mg, 1.99 mmol), zinc dust (15.6 mg, 0.24 mmol) and zinc cyanide (467 mg, 3.98 mmol) in DMF (3.4 mL) at ambient temperature was added bis(tri-t-butylphosphine)palladium (102 mg, 0.199 mmol). The reaction mixture was heated at 80° C. for 2 h, diluted with H2O, and extracted with EtOAc (3×). The combined organic layers were filtered through a plug of Celite, dried over MgSO4, filtered, and concentrated in vacuo. The oily residue was purified by silica gel chromatography, eluting with EtOAc:hexanes—80:20, to afford the title compound. MS: m/z=277 (M+1).

Provenance & Evidence