HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59168063, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl acrylate | HCID 15458 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 3-Amino-2-bromopyridine | HCID 642816 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 59168063 | HCID 59168063 | — |
Reaction Steps
950 mg (4.94 mmol) of the bromide from Example 5A, 1900 mg (14.83 mmol) of tert-butyl acrylate, 330 mg (1.50 mmol) of palladium(II) acetate, 450 mg (1.50 mmol) of tri-ortho-tolylphospine are dissolved in 15 ml of acetonitrile, and 1000 mg (9.88 mmol) of triethylamine are added. The mixture is stirred under reflux for 16 h. The reaction mixture is concentrated, mixed with ethyl acetate and washed with saturated aqueous sodium chloride solution. The organic phase is dried over sodium sulphate, filtered, concentrated and purified by column chromatography on silica gel with cyclohexane/ethyl acetate (7:3). 95 mg (6% of theory) of product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198282B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-cb63c1bf778e49f4bcd0b8a50b47bb81 |
| Source note | uspto-grants-2012_06 |