7-Amino-5-fluoroindolin-2-one

Step 2 5-Fluoro-7-nitro-1, 3-dihydro-indol-2-one 20a (4.0 g, 20 mmol) was dissolved in 200 ml of acetic acid under stirring, and added with palladium on activated carbon (1.0 g, 5percent) at room temperature. The reaction system was stirred under a hydrogen atmosphere. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was filtered, and concentrated under reduced pressure to obtain the title compound 7-amino-5-fluoro-1, 3-dihydro-indol-2-one 20b (3.2 g, yield 97.5percent) as a white solid. MS m/z (ESI): 167.4[M+1]5-Fluoro-1, 3-dihydro-indol-2-one (5.0 g, 33 mmol) was added with 98percent sulfuric acid (17.6 ml) and 65percent-68percent nitric acid (2.1 ml) in an ice-water bath with salt at -5° C. Upon the completion of the addition, the mixture was stirred for 1 hour at room temperature and added with ice-water until precipitate was formed. The solid was filtered and washed with water (50 ml.x.3) and recrystallized from acetic acid and water to give 7-amino-5-fluoro-1, 3-dihydro-indol-2-one (4.0 g, 62.5percent) as an orange solid.MS m/z (ESI): 196 [M+1]

Molecular Weight:166.15
XLogP3:0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Exact Mass:166.05424101
Monoisotopic Mass:166.05424101
Topological Polar Surface Area:55.1
Heavy Atom Count:12
Complexity:209
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes