HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → methyl [(2,5-difluorophenyl)sulfonyl]{3-[1-ethyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]-2,4-difluorophenyl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | N-{2,4-difluoro-3-[1-ethyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]phenyl}-2,5-difluorobenzenesulfonamide | HCID 44622209 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl [(2,5-difluorophenyl)sulfonyl]{3-[1-ethyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]-2,4-difluorophenyl}carbamate | HCID 53328042 | 80% |
Reaction Steps
N-{2,4-difluoro-3-[1-ethyl-4-(pyridin-4-yl)-1H-pyrazol-3-yl]phenyl}-2,5-difluorobenzenesulfonamide (80 mg, 0.168 mmol) was suspended in 3.5 mL of DCM and TEA (18.7 mg, 25.8 μL, 0.185 mmol) was added. Methyl chloroformate (17.5 mg, 13.0 L, 0.185 mmol) was added to the solution so obtained, and the reaction mixture was stirred at room temperature for 3 hours, diluted with DCM, and poured in water. The organic layer was washed three times with water, once with brine, dried over Na2SO4 and concentrated to dryness. The solid so obtained was taken up with ethyl ether and filtered (72 mg, 80% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791265B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-87b068699d4b45e1bf5ac0dd96d70e98 |
| Source note | uspto-grants-2014_07 |