HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68478407, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 68410427 | HCID 68410427 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68478407 | HCID 68478407 | 69.2% |
Reaction Steps
To a suspension of sodium hydride (17 mg) in tetrahydrofuran (2 mL) and N,N-dimethylformamide (1 mL) was added tert-butyl methyl{[1-phenyl-5-(phenylamino)-1H-pyrazol-3-yl]methyl}carbamate (108 mg). After stirring at room temperature for 15 min, acetyl chloride (45 mg) was added, and the mixture was further stirred for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=7:1→3:1) to give the title compound as a colorless oil (yield 83 mg, yield 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334301B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-db702245ca954d9e90b499860274a5c9 |
| Source note | uspto-grants-2012_12 |