HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Tributylstannyl-3,3,3-trifluoro-1-propyne → HCID 86690334, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Tributylstannyl-3,3,3-trifluoro-1-propyne | HCID 11199932 | — |
| Reactant | HCID 86690308 | HCID 86690308 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86690334 | HCID 86690334 | — |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
A solution of 3-bromo-5,6-di-p-tolylpyrazin-2-amine (Ex 1, step 3) (200 mg, 0.565 mmol) in dioxane (4 ml) bubbled with nitrogen was treated with tributyl(3,3,3-trifluoroprop-1-ynyl)stannane (238 mg, 0.621 mmol) and PdCl2(dppf)-CH2Cl2-Adduct (46.1 mg, 0.056 mmol). The resulting mixture was heated at 140° C. for 1 hour using microwave radiation. After cooling to RT, the mixture was concentrated under reduced pressure. The crude residue was dissolved in DCM and loaded onto a 25 g Silica column. Purification by chromatography on silica eluting with 0-5% EtOAc in iso-hexane afford the title compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073932B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-d26062d7630e4301abd57d5b2eb19d61 |
| Source note | uspto-grants-2015_07 |