Ethylene Glycol → HCID 57830990, compound

Participants

Reaction Steps

1-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethyl-propan-1-one (1.5 g, 5.3 mmol) was partly dissolved in 18 ml toluene, and ethylene glycol (0.9 ml, 15.9 mmol) and then p-toluenesulfonic acid hydrate were added. The mixture was refluxed with a Dean-Stark-type trap attached for 24 hr. The reaction was cooled to room temperature and ammonium chloride solution, water and ethyl acetate were added. The layers were separated and the aqueous layer was extracted twice more with ethyl acetate. The combined ethyl acetate layers were washed with saturated sodium chloride solution and dried over sodium sulfate. After filtration and evaporation the residue was purified by silica gel chromatography(ethyl acetate/hexanes to give 1.44 g (83%) of 2-bromo-7-(2-tert-butyl-[1,3]dioxolan-2-yl)-5H-pyrrolo[2,3-b]pyrazine.

Provenance & Evidence