Propanal → HCID 59574716, compound

Participants

Reaction Steps

To 5-bromopyrimidine (2.39 g, 15.0 mmol) and propionaldehyde (1.05 g, 18.0 mmol) in diethyl ether (80 mL), lithium diisopropylamide (18 mmol) in diethyl ether (20 mL) was gradually added dropwise at 0° C. After the dropwise addition, the reaction mixture was warmed to room temperature and stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was extracted by adding water and ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=2.5/1) to give a mixture (colorless oil) containing the desired product, which was used for the next step (427 mg, 13% yield). 2-[1-(5-Bromopyrimidin-4-yl)propyl]isoindoline-1,3-dione

Provenance & Evidence