Sodium Carbonate → Ethyl 2-(4-(8-morpholino-2-(quinolin-2-ylethynyl)imidazo[1,2-a]pyrazin-5-yl)-1H-pyrazol-1-yl)acetate

Participants

Reaction Conditions

Reaction Steps

A mixture of compound 80b (100 mg, 0.230 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Pyrazole-1-acetic acid ethyl ester (129 mg, 0.460 mmol), dichloro(1,1′-bis(diphenylphosphino)ferrocene)palladium(II) dichloromethane adduct (17.0 mg, 0.0230 mmol), and 1M sodium carbonate (1.15 mL, 1.15 mmol) in dioxane (4 mL) under and Argon gas atmosphere was heated to 80° C. for 1 h. After cooling, the reaction mixture was filtered through a pad of diatomaceous earth and concentrated under reduced pressure. The resulting residue was purified by preparative TLC (EtOAc/CH2Cl2; 7:3, v/v) to give compound 80c. Mass Spectrum (LCMS, ESI pos.): Calcd. for C28H25N2O3: 508.2 (M+H). found: 508.5.

Provenance & Evidence