HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66616121, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Nitrobenzenesulfonyl chloride | HCID 15540 | — |
| Reactant | HCID 66616074 | HCID 66616074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66616121 | HCID 66616121 | 94.4% |
Reaction Steps
To a solution of (S)-1-(1-(2-amino-4-phenylbutanoyl)piperidin-4-yl)-3,3-dimethylindolin-2-one hydrochloride (1.00 g, 2.26 mmol, EXAMPLE 1, Step 4) in dichloromethane (10 mL) was added triethylamine (954 microL, 6.79 mmol) and 2-nitrobenzenesulfonyl chloride (501 mg, 2.26 mmol) at 0° C. After stirring for 20 min at room temperature, water and ethyl acetate were added to the mixture. The organic layer was washed with sodium hydrogen carbonate aqueous solution, 1 mol/L hydrochloric acid and brine, dried over sodium sulfate and concentrated. The crude product was purified by silica gel column chromatography (hexane/ethyl acetate, gradient) to give the title compound (1.26 g, 94%) as an amorphous solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697877B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-35133e75aeb346e080ac33e2708f5732 |
| Source note | uspto-grants-2014_04 |