HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 11063780, compound → HCID 11030408, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 11063780 | HCID 11063780 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11030408 | HCID 11030408 | 92.5% |
Reaction Steps
Add borane-tetrahydrofuran complex (1M, 15 mL) dropwise to the solution of 3,3-difluoro-5-nitroindolin-2-one (650 mg, 3 mmol) in THF (10 mL) at 0° C. After addition, stir the reaction at 70° C. for 5 hrs. Concentrate under reduced pressure, add ethyl acetate to the residue, wash the organic layer with saturated sodium bicarbonate solution twice and then with brine twice, dry over anhydrous sodium sulfate. Concentrate under reduced pressure to obtain the crude product. Purify by flash chromatography (silica gel, EtOAc:PE=1:3) to yield the title compound (500 mg, 91.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359338B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-6acaf589071b406ebf2ec1ccaf42a530 |
| Source note | uspto-grants-2016_06 |