HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 3-(difluoromethyl)-1-(5-fluoropyrimidin-2-yl)-1H-pyrazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 2-Chloro-5-fluoropyrimidine | HCID 583466 | — |
| Reactant | ethyl 3-(difluoromethyl)-1H-pyrazole-4-carboxylic acid | HCID 67194762 | — |
| Product | Ethyl 3-(difluoromethyl)-1-(5-fluoropyrimidin-2-yl)-1H-pyrazole-4-carboxylate | HCID 59579960 | — |
Reaction Steps
A solution of ethyl 3-(difluoromethyl)-1H-pyrazole-4-carboxylic acid (190 mg, 1.0 mmol), 2-chloro-5-fluoro-pyrimidine (132 mg, 1.0 mmol) and K2CO3 (276 mg, 2.0 mmol) in NMP (2.0 mL) is heated in a microwave reactor at 150° C. for 1 h. The mixture is poured into H2O, extracted with EtOAc (3×25 mL) and dried over anhydrous MgSO4. The crude product is purified by silica gel column chromatography using 15-25% EtOAc/hexane to afford the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133204B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-dd2b6313eb2140a8b111d1c51dfb42e7 |
| Source note | uspto-grants-2015_09 |