反应详情

A suspension of 1-(4-{4-cyano-3-[(2,4-dimethoxybenzyl)amino]isothiazol-5-yl}phenyl)-3-(2-fluoro-5-methylphenyl)urea (593 mg, 1.15 mmol) in 50 mL of DCM was treated with 1.5 mL of TFA. Solid was dissolved and the reaction turned to yellow and then red in color. TLC indicated the completion of the reaction in <30 min. Saturated Na2CO3 solution was added and the mixture was stirred for 30 min. Layers were separated and the aqueous layer was extracted with DCM×3. The combined organics was washed with brine and dried with MgSO4, filtered, and concentrated. The crude product was redissolved in 100 mL of EtOAc. Insoluble impurity was filtered through celite and washed with EtOAc. Filtrate was concentrated in vacuo to afford the product as a cream solid (398 mg, 94%).

1. dissolutionSolid was dissolved
2. customthe completion of the reaction in <30 min
3. customLayers were separated
4. extractionthe aqueous layer was extracted with DCM×3
5. washThe combined organics was washed with brine
6. dry with materialdried with MgSO4
7. filtrationfiltered
8. concentrationconcentrated
9. dissolutionThe crude product was redissolved in 100 mL of EtOAc
10. filtrationInsoluble impurity was filtered through celite
11. washwashed with EtOAc
12. concentrationFiltrate was concentrated in vacuo