反应详情

Chlorosulfonyl isocyanate (0.150 mL) and formic acid (0.065 mL) were mixed at 0° C., and the mixture was stirred at room temperature for 1 hour. Dichloromethane (1.2 mL) was added to this mixture and dissolved, and the mixture was further stirred at room temperature for 4 hours. 0.060 mL was taken from the solution, and added at 0° C. to a solution of dimethylcarbamic acid 3-(3-amino-2-fluorobenzyl)-4-fluoromethyl-2-oxo-2H-1-benzopyran-7-yl ester (compound 1h-1-4F) (25.2 mg) in dichloromethane (1.0 mL)/pyridine (0.0065 mL), and the mixture was stirred at room temperature for 3 hours. Saturated sodium hydrogen carbonate was then added to the reaction solution, and the mixture was extracted with ethyl acetate, The extracted liquid was washed with saturated saline, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure, and the resultant residue was purified by thin layer silica gel chromatography (aminogel) (dichloromethane:methanol=90:10) to yield the title compound (12.0 mg).

1. dissolutiondissolved
2. stirringthe mixture was further stirred at room temperature for 4 hours
3. stirringthe mixture was stirred at room temperature for 3 hours
4. extractionthe mixture was extracted with ethyl acetate
5. washThe extracted liquid was washed with saturated saline
6. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
7. distillationThe solvent was distilled away under reduced pressure
8. customthe resultant residue was purified by thin layer silica gel chromatography (aminogel) (dichloromethane:methanol=90:10)