Potassium Phosphate, Tribasic → HCID 86683999, compound

Participants

Reaction Conditions

Reaction Steps

A 25-mL round-bottomed flask equipped with a reflux condenser was charged with 134d (200 mg, 0.44 mmol), 2-(6-tert-butyl-8-fluoro-1-oxophthalazin-2(1H)-yl)-4-chloronicotinaldehyde 103b (159 mg, 0.44 mmol), K3PO4 (186 mg, 0.88 mmol), sodium acetate (72 mg, 0.88 mmol), 1,1′-bis(diphenylphosphino)ferrocenedichloropalladium(II) (16 mg, 0.022 mmol), and acetonitrile/water (8/0.2 mL). After three cycles of vacuum/N2 flush, the mixture was heated at 100° C. for 1 h under N2 protection. Analysis of the reaction mixture by LCMS showed complete conversion to the desired product. The reaction mixture was cooled to room temperature and diluted with dichloromethane (30 mL) and water (15 mL). The water layer was separated and extracted with dichloromethane (2×15 mL). The combined organic extract was dried over Na2SO4, filtered, and concentrated under reduced pressure. The dark residue was purified by silica-gel column chromatography eluting with dichloromethane/methanol (80/1 to 30/1) to afford 134e (128 mg, 45%) as a yellow solid. MS-ESI: [M+H]+ 651.3

Provenance & Evidence