HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68408884, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 68410427 | HCID 68410427 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68408884 | HCID 68408884 | 65% |
Reaction Steps
To a suspension of sodium hydride (16 mg) in tetrahydrofuran (2 mL) and N,N-dimethylformamide (0.5 mL) was added tert-butyl methyl{[1-phenyl-5-(phenylamino)-1H-pyrazol-3-yl]methyl}carbamate (100 mg). After stirring at room temperature for 30 min, iodomethane (75 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=9:1→4:1) to give the title compound as a pale-brown oil (yield 67 mg, yield 65%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08334301B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-17e0f8d71ca74e97b69c8b7702fdc793 |
| Source note | uspto-grants-2012_12 |