HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Tributylstannyl)pyrazine → HCID 68755976, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Tributylstannyl)pyrazine | HCID 2737316 | — |
| Reactant | 4-Bromo-5-nitrothiophene-3-carbonitrile | HCID 59168810 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68755976 | HCID 68755976 | 53.3% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
To a solution of 4-bromo-5-nitrothiophene-3-carbonitrile (312 mg, 1.34 mmol) in dioxane (4 mL) was added tetrakis(triphenylphosphine)palladium(0) (154 mg, 0.133 mmol) and tributylstannylpyrazine (794 mg, 2.15 mmol). This was heated by microwave irradiation to 140° C. for 30 min. The reaction mixture was concentrated under reduced pressure, and the residue purified by flash chromatography to afford the titled compound (166 mg, 53%): Rf=0.33 (20% EtOAc/hexanes; silica); HPLC method [4], retention time=1.45 min; MS (ESI) 233.0 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450363B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-709a39448b874ccda791d05aacbf3efd |
| Source note | uspto-grants-2013_05 |