HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 1-(4-Bromo-1-methyl-1h-pyrazol-3-yl)-2-pyrrolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | N-(4-bromo-1-methyl-1H-pyrazol-3-yl)-4-chlorobutanamide | HCID 118061399 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Bromo-1-methyl-1h-pyrazol-3-yl)-2-pyrrolidinone | HCID 118060991 | 28.7% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of N-(4-bromo-1-methyl-1H-pyrazol-3-yl)-4-chlorobutanamide (456 mg) in DMF (8.1 mL) was added a sodium hydride 60% dispersion in mineral oil (72 mg) under ice-cooling, and the mixture was stirred at 0° C. for 30 min. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed successively with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (114 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321757B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-a3e05a929aa440fe8aa2c29b4519a5b0 |
| Source note | uspto-grants-2016_04 |