HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-(6-Bromopyridin-2-yl)oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | 6-Bromopyridine-2-carbaldehyde | HCID 2757009 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(6-Bromopyridin-2-yl)oxazole | HCID 58399199 | 95.5% |
Reaction Steps
To a stirred solution of 6-bromopyridine-2-carboxaldehyde (5.90 g, 31.7 mmol) in methanol (150 ml) was added K2CO3 (5.25 g, 38.0 mmol) and TosMIC (7.43 g, 38.0 mmol). After stirring at ambient temperature for 1.5 h, the mixture was concentrated under vacuum and the product precipitated by addition of water. The solid was collected by filtration and dried in a vacuum dessicator at 50° C. to afford 2-bromo-6-oxazol-5-ylpyridine compound as a beige solid (6.81 g, 95% yield). 1H NMR (CDCl3, 300 MHz): δ=7.97 (s, 1H), 7.76 (s, 1H), 7.65-7.57 (m, 2H), 7.48-7.37 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962665B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-491836f816f6491585c96815b3a50d40 |
| Source note | uspto-grants-2015_02 |