Sodium Hydroxide → HCID 67531248, compound

(2,4-Diamino-5-fluoro-phenyl)-acetic acid 3c (7.12 g, 38.7 mmol) was dissolved in hydrochloric acid (100 ml, 1 mol/L) under stirring at room temperature. The solution was heated to reflux for 1 hour. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was cooled down to room temperature, neutralized with sodium hydroxide solution (100 ml, 1 mol/L) in an ice-water bath, extracted with ethyl acetate (125 ml×4). The combined organic extracts were washed with saturated brine (100 ml), dried over anhydrous magnesium sulfate, filtered to remove the drying agent and concentrated under reduced pressure to obtain the title compound 5-fluoro-6-amino-indol-2-one 3d (5.3 g, yield 82.8%) as a yellow solid.

1. temperatureThe solution was heated
2. temperatureto reflux for 1 hour
3. temperaturethe reaction mixture was cooled down to room temperature
4. extractionextracted with ethyl acetate (125 ml×4)
5. washThe combined organic extracts were washed with saturated brine (100 ml)
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationfiltered
8. customto remove the drying agent
9. concentrationconcentrated under reduced pressure

ORD record

ord-797de621e80848d08923109a63b35ea0

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329682B2