反应详情

The title compound was synthesized from compound 9E (1.74 g, 5.5 mmol) which was first dissolved in a 1:1 mixture of acetic acid and water (10 mL) at 0° C. Concentrated HCl (1.2 mL) in water (2 mL) was slowly added and the mixture stirred for 20 minutes. Sodium nitrite (381 mg, 5.5 mmol, 1 eq) in water (800 μL) was added and the solution stirred for 20 minutes. Potassium iodide (4.58 g, 27.6 mmol, 5 eq) and iodine (20 mg, cat) was added and the reaction allowed to RT then stirred for 1 hour at 90° C. After cooling, the mixture was evaporated in vacuo. The residue was purified by silica chromatography eluting with 10% methanol in DCM to give 1.21 g of the title compound (51%). [M+H] calc'd for C15H12FIN4O2, 427; found, 427.

1. stirringthe solution stirred for 20 minutes
2. customallowed to RT
3. stirringthen stirred for 1 hour at 90° C
4. temperatureAfter cooling
5. customthe mixture was evaporated in vacuo
6. customThe residue was purified by silica chromatography
7. washeluting with 10% methanol in DCM