Acetonitrile → 6-iodo-5-phenyl-3H-furo[2,3-d]pyrimidin-4-one

Participants

Reaction Steps

Compound 10 (1.0 g, 4.7 mmol) was dissolved in dichloroethane (50 mL) and CH3CN (50 mL) and NIS (1.7 g, 7.1 mmol) was added. The flask was equipped with a reflux condenser and the mixture was heated at reflux for 24 h. After cooling to RT and concentration, the crude reaction mixture was taken up in EtOAc and water. K2CO3 was added to raise the pH of the aqueous phase. After removal of the organic phase, the aqueous phase was extracted several times with EtOAc. The organics were then dried over Na2SO4 and concentrated to a brown oil. Flash chromatography (SiO2, gradient eluent: 25% EtOAc/Hexanes to 100% EtOAc) afforded 11.

Provenance & Evidence