N,N,N',N'-Tetramethylethylenediamine → HCID 71239559, compound

Participants

Reaction Steps

In a sealed tube filled with argon, a mixture of 5-(2-amino-5-ethynylpyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrole-3-carboxamide (120 mg, 0.25 mmol), Pd(PPh3)2Cl2 (21 mg, 0.03 mmol), CuI (6 mg, 0.03 mmol), iodobenzene (153 mg, 0.75 mmol) and TEA (0.348 mL, 2.5 mmol) in degassed ACN (2.5 mL) was stirred at room temperature overnight. To the reaction mixture was added N,N,N′,N′-tetramethylethylenediamine (0.075 mL, 0.5 mmol) and the reaction mixture stirred at the same temperature for 15 min. The solvent was evaporated under vacuum and the residue purified by flash chromatography (hexane/EtOAc 1/1+1% TEA), to obtain the title compounds (91 mg, 65%).

Provenance & Evidence