HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-(3-Trifluoromethyl-pyrazol-1-yl)-pyridine-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Trifluoromethyl)pyrazole | HCID 1807034 | — |
| Reactant | Methyl 5-chloropyridine-2-carboxylate | HCID 11298216 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(3-Trifluoromethyl-pyrazol-1-yl)-pyridine-2-carboxylic acid methyl ester | HCID 57496595 | 3.2% |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
A mixture of 5-chloro-pyridine-2-carboxylic acid methyl ester (1.37 g), 3-trifluoromethyl-1H-pyrazole (1.63 g) and powdered K2CO3 (1.67 g) in DMF (20 ml) was heated to 105° C. for 20 h. The mixture was evaporated and the residue partitioned between water and dichloromethane, the organic layer was washed with water, dried and evaporated. The residue was chromatographed on silica using n-heptane/ethyl acetate (gradient from 3:1 to 1:1) to give 5-(3-trifluoromethyl-pyrazol-1-yl)-pyridine-2-carboxylic acid methyl ester (70 mg) as a colorless solid. MS (ESI): m/z=272.1 [ M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461160B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-03dbbf478e74446dadac04aaf8e86fd9 |
| Source note | uspto-grants-2013_06 |