N-Methylaniline → HCID 57831042, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-[2-bromo-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one (0.053 g, 0.129 mmol), N-methylaniline (0.021 mL, 0.19 mmol), Pd2(dba)3 (0.012 g, 0.013 mmol), BINAP (0.012 g, 0.019 mmol) and cesium carbonate (0.084 g, 0.258 mmol) in 2 mL of toluene was stirred at 120° C. in a microwave for 1 h, then at 150° C. in a microwave for 1 h, then at 180° C. in a microwave for 1 h, then concentrated to a residue. Column chromatography (0→30% EtOAc/hexanes) afforded 0.021 g (37%) of 2,2-dimethyl-1-[2-(methyl-phenyl-amino)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one as a yellow oil.

Provenance & Evidence