3-Iodopyridine → HCID 21094027, compound

Participants

Reaction Conditions

Reaction Steps

A solution of Pd2dba3 (18 mg, 20 μmol) and DPEPhos (24 mg, 45 μmol) in anhydrous PhMe (4 mL) was stirred at 20° C. for 3 min. 3-Iodopyridine (107 mg, 522 μmol), 2-(4-mercaptophenyl)-3-(tetrahydropyran-4-yl)-N-thiazol-2-ylpropionamide (see EXAMPLE 146, 173 mg, 500 μmol), and t-BuOK (65 mg, 579 μmol) were added, then the mixture was heated at 105° C. (bath) for 2.5 h. On cooling to 20° C., the mixture was diluted with CH2Cl2 (10 mL) and filtered through Celite, washing with CH2Cl2 (5 mL) and EtOAc (10 mL). Solvent evaporation and flash chromatography (IH-EtOAc, 3:1 to 0:1) afforded the title compound: RTB=1.37 min; m/z (ES+)=426.0 [M+H]+.

Provenance & Evidence