Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,3-Dichloropyridine | HCID 16988 | — |
| Reactant | HCID 178526745 | HCID 178526745 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66587471 | HCID 66587471 | 91.2% |
Reaction Steps
10.0 g (88.4 mmol) of 3-nitropyrazole and 14.4 g (97.2 mmol) of 2,3-dichloropyridine were initially charged in 50 ml of dimethylformamide, 23.9 g (173 mmol) of potassium carbonate were added and the reaction mixture was stirred at 125° C. for 18 hours. After cooling, the mixture was poured into water and the precipitated solid was filtered off. Recrystallization from isopropanol/water gave 18.1 g (90% of theory) of 3-chloro-2-(3-nitro-1H-pyrazol-1-yl)pyridine (log P: 1.83; MH+: 225.1; 1H-NMR (400 MHz, CD3CN, δ, ppm): 7.15 (s, 1H), 7.56 (d, 1H), 8.15 (d, 1H), 8.23 (d, 1H), 8.53 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08791139B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-b7d98ad2ad1345d997fcceca3b0050b5 |
|---|
| Source note | uspto-grants-2014_07 |
|---|