Dichloromethane → HCID 59540941, compound

Participants

Reaction Steps

To a solution of 2,2-Dimethyl-1-[2-(3-piperazin-1-yl-phenyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one (0.10 g, 0.203 mmol) in 2 mL dimethyl formamide under argon was added 0.088 mL of diisopropylethylamine (0.066 g, 0.508 mmol) and 0.036 mL of 2-bromoethanol (0.0635 g, 0.508 mmol). The reaction was stirred overnight at room temperature before quenching with water and extracting with dichloromethane. The combined organics were washed with water, dried over MgSO4, filtered and concentrated in vacuo. Silica gel chromatography (0→40% 60:10:1 CH2Cl2:MeOH:NH4OH/dichloromethane over 30 minutes) afforded 0.0648 g (59% yield) of 1-[2-{3-[4-(2-Hydroxy-ethyl)-piperazin-1-yl]-phenyl}-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one as a yellow oil. MS (E/I): 538 (M+H)

Provenance & Evidence