3,3-Dimethyl-6-nitroindolin-2-one → 3,3-Dimethyl-6-nitroindoline

To a stirred solution of 3,3-dimethyl-6-nitroindolin-2-one (0.6 g, 3 mmol) (Mertens et al., J. Med. Chem. 30:1279, 1987) in THF (40 mL) at 0° C. under N2 was added 2.0 M solution of BH3.Me2S complex in THF (10 mL, 20 mmol). The mixture was stirred at rt for 10 h, and then quenched by addition of water (10 mL) and concentrated HCl (20 mL). The mixture was further stirred at rt for 5 h, and then basified with sat. aq. Na2CO3 and extracted with EtOAc (50 mL×3). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated to give an orange syrup.

1. customquenched by addition of water (10 mL) and concentrated HCl (20 mL)
2. stirringThe mixture was further stirred at rt for 5 h
3. extractionextracted with EtOAc (50 mL×3)
4. washThe combined organic layers were washed with brine
5. dry with materialdried (Na2SO4)
6. concentrationconcentrated
7. customto give an orange syrup

ORDレコード

ord-73db9134923e425bb135919d4807832f

出典データセット

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07745451B2