反应详情

Oxalyl chloride (2 M in DCM) (1832 μl, 3664 μmol) was added to a suspension of 2-fluoro-3-iodo-4-methylbenzoic acid (684 mg, 2443 μmol) in DCM (20 mL) at 0° C. One drop of DMF (cat) was added. The mixture was stirred at RT for 3 h. Solvent was removed under vacuum. DCM (5 mL) was added to the residue and the mixture was added slowly to a mixture of 3-isopropoxybenzenamine (540 μL, 3664 μmol) and triethylamine (681 μL, 4885 μmol) in DCM (10 mL) at 0° C. The mixture was stirred at RT overnight and then water (50 mL) was added. The mixture was extracted with DCM (3×50 mL). The combined organic layers were washed with brine (100 mL) and dried over sodium sulfate. The solvent was removed in vacuo and the residue was purified by preparative TLC eluting with 10% EtOAc/hexane to give the title compound (683 mg, 68%). MS (M+H)+ 414.

1. customSolvent was removed under vacuum
2. additionDCM (5 mL) was added to the residue
3. stirringThe mixture was stirred at RT overnight
4. extractionThe mixture was extracted with DCM (3×50 mL)
5. washThe combined organic layers were washed with brine (100 mL)
6. dry with materialdried over sodium sulfate
7. customThe solvent was removed in vacuo
8. customthe residue was purified by preparative TLC
9. washeluting with 10% EtOAc/hexane