HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-(5-nitro-2-(2-(pyrrolidin-1-yl)ethoxy)phenyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(2-Chloroethyl)pyrrolidine hydrochloride | HCID 81668 | — |
| Reactant | Acetamide, N-(2-hydroxy-5-nitrophenyl)- | HCID 3292867 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(5-nitro-2-(2-(pyrrolidin-1-yl)ethoxy)phenyl)acetamide | HCID 58098809 | 33% |
Reaction Steps
To a solution of N-(2-hydroxy-5-nitrophenyl)acetamide (870 mg, 4.44 mmol) in DMF (5 mL) was added NaH (196 mg, 5.32 mmol) and K2CO3 (2.11 g, 13.32 mmol), followed by 1-(2-chloroethyl)pyrrolidine hydrochloride (905 mg, 5.32 mmol). After heating at 100° C. for 20h, the solution was poured to ice, and was extracted with EtOAc, organic layer was washed with Sat. NaHCO3, brine, dried and concentrated to give N-(5-nitro-2-(2-(pyrrolidin-1-yl)ethoxy)phenyl)acetamide (430 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853230B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-8d1a65f1c54b4bc6b776dfccd7943cc4 |
| Source note | uspto-grants-2014_10 |