HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → ethyl 3-(2,4-difluorophenyl)-1-(3-hydroxybutan-2-yl)-1H-thieno[2,3-c]pyrazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | trans-2,3-Dimethyloxirane | HCID 30664 | — |
| Reactant | HCID 178468478 | HCID 178468478 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl 3-(2,4-difluorophenyl)-1-(3-hydroxybutan-2-yl)-1H-thieno[2,3-c]pyrazole-5-carboxylate | HCID 66661487 | 18.1% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of ethyl 3-(2,4-difluorophenyl)-1H-thieno[2,3-c]pyrazole-5-carboxylate (200 mg, 0,649 mmol) and potassium carbonate (448 mg, 3.24 mmol) in N,N-dimethylformamide (6.5 mL) was added trans-dimethyloxirane (140 mg, 1.95 mmol). The reaction mixture was stirred at 100° C. for 18 hr. The mixture was cooled to ambient temperature. Purification by reverse phase HPLC (C-18, 95% water/acetonitrile→5% water/acetonitrile with 0.05% ammonium hydroxide) gave the title compound (134 mg). LC-MS [M+1]=381.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569512B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-7d34cfa90bfd42159b4b38b41fa05380 |
| Source note | uspto-grants-2013_10 |