Acetonitrile → HCID 86646688, compound

Participants

Reaction Conditions

Reaction Steps

Step 3—A mixture of 2 (0.9 g, 3.912 mmol), K2CO3 (0.595 g, 4.303 mmol) and 1,4-dibromobutane (0.49 mL, 4.108 mmol) in 14 mL of CH3CN and 1 mL of H2O was stirred at 110° C. for 30 minutes under microwave irradiation before being cooled to RT. 0.5 more equivalents of 1,4-dibromobutane were added and the resulting mixture was stirred at 110° C. for 30 minutes under microwave irradiation a second time before being cooled to RT. The reaction mixture was extracted twice with DCM. The combined organic layers were dried (Na2SO4), filtered, and evaporated. The residue was purified by SiO2 chromatography (hexanes/EtOAc 0-8% EtOAc) to give 0.25 g of 3: 3-bromo-5-pyrrolidin-1-yl-benzoic acid methyl ester (22% yield).

Provenance & Evidence