HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 18180204, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Amino-3-chloropyrazine | HCID 276224 | — |
| Reactant | 2,3,5-Trichlorophenylboronic acid | HCID 5106508 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 18180204 | HCID 18180204 | — |
Reaction Steps
A solution of 2,3,5-trichlorobenzeneboronic acid (1.54 g, 6.82 mmol) in absolute ethanol (1.5 ml) was added slowly to a mixture of 2-amino-3-chloropyrazine (0.589 g, 4.54 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.299 g, 0.259 mmol) in benzene (10.5 ml)/2M aqueous sodium carbonate (4.54 ml). The mixture was refluxed for 17 hours. The cooled reaction mixture was partitioned between water and ethylacetate (50 ml). The organic layer was washed with water (2×30 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography using chloroform to 0.5% methanol/chloroform as the eluent. The product was then crystallised from 40-60 petrol. Yield 0.15 g, 12% M.p. 142-143° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06255307B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-b41f9a0fe254497880fd816b027ee034 |
| Source note | uspto-grants-2001_07 |