HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 123399378, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloropyrimidine | HCID 74404 | — |
| Reactant | HCID 137231112 | HCID 137231112 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 123399378 | HCID 123399378 | 53.8% |
Reaction Steps
A solution of 1-[5-(3-pyridyl)-1,3,4-thiadiazol-2-yl]ethanone oxime (0.1 g, 0.436 mmol) in acetonitrile (5 ml) was stirred at ambient temperature and treated with cesium carbonate (0.43 g, 1.31 mmol) and 2-chloropyrimidine (0.079 g, 0.654 mmol). The reaction mixture was allowed to stir at ambient temperature and monitored by TLC and LC/MS. After 2 days, the mixture was concentrated in vacuo. The residue was stirred with ethyl acetate, filtered and the ethyl acetate concentrated in vacuo. Purification by recrystallisation gave a single isomer of 1-[5-(3-pyridyl)-1,3,4-thiadiazol-2-yl]-N-pyrimidin-2-yloxy-ethanimine (70 mg, 23%) in form of beige crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09060519B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-c867f15094e54228bfaccfec739f942c |
| Source note | uspto-grants-2015_06 |