HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58551572, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyrazole | HCID 1048 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-3-fluoropyridine | HCID 2782791 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58551572 | HCID 58551572 | 40% |
Reaction Steps
A solution of 2-chloro-3-fluoro-pyridine (1.3 g, 10.0 mmol), 1H-pyrazole (749 mg, 11.0 mmol) and K2CO3 (4.1 g, 30.0 mmol) was stirred in DMF (15 mL) at 80° C. for 16 hours. The reaction mixture was poured into water and extracted with EtOAc (3×). The organics were combined, washed with water (3×), brine, dried (Na2SO4) and evaporated to dryness. Purification by column chromatography (5 to 30% EtOAc in hexanes) gave the desired product (0.7 g, 40%) as a white solid. ESI-MS m/z calc. 179.3. found 180.3 (M+1)+. Retention time: 0.74 minutes (3 min run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598164B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-cec70804ed0f470aadbb2f31a27799d4 |
| Source note | uspto-grants-2013_12 |