Hydrazine hydrate (1:1) → HCID 59026773, compound

Participants

Reaction Conditions

Reaction Steps

1,1′-carbonyldiimidazole (21 mg, 0.13 mmol) was added to a solution of 3-(2-chloro-phenyl)-5-(2-fluoro-4-iodo-phenylamino)-isonicotinic acid from above (40 mg, 0.09 mmol) in DMSO (1 mL), and stirred overnight at 60° C. Hydrazine hydrate (13 mg, 0.27 mmol) was added, and the reaction solution was stirred for an additional 4 h at 60° C. The reaction solution was quenched with H2O, diluted with EtOAc, and filtered through an Extrelut column. The column was washed with EtOAc, and the filtrate was concentrated. The crude product was purified via Biotage eluting with a gradient of 0 to 70% EtOAc in hexanes to afford the desired product (17 mg, 41%). LC-MS (M+H=483, obsd.=438).

Provenance & Evidence