HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(Pyridin-2-yl)-5-(5-bromopyrid-3-yl)-1,2,4-oxadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromonicotinic acid | HCID 88707 | — |
| Reactant | 5-Bromonicotinoyl chloride | HCID 2781223 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Pyridin-2-yl)-5-(5-bromopyrid-3-yl)-1,2,4-oxadiazole | HCID 11426638 | 85% |
Reaction Steps
In a similar fashion, 5-bromonicotinoyl chloride was prepared from 5-bromonicotinic acid (2.02 g, 10 mmol). Treatment of the acid chloride with pyrid-2-ylamidoxime (1.37 g, 10 mmol) and triethylamine (4.04 g, 40 mmol) in dichloromethane (20 mL), followed by heating in dimethylformamide (20 mL) at 120° C. for 16 hours. After this time water was added and the precipitate collected and dried. Filtration through silica gel using dichloromethane followed by trituration with hexane afforded 2.58 g (85%) of 3-(2-pyridyl)-5-(5-bromopyrid-3-yl)-1,2,4-oxadiazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06660753B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-b06b9b6e032649e0bf18c4d2c1fd5e80 |
| Source note | uspto-grants-2003_12 |