HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 57827174, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methoxypropyne | HCID 69393 | — |
| Reactant | Methyl 5-bromopyridine-2-carboxylate | HCID 7016458 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57827174 | HCID 57827174 | — |
Reaction Steps
Bis(triphenylphosphine)palladium (II) chloride (82.4 mg), copper iodide (22.3 mg), methyl propargyl ether (828 μL) and triethylamine (1.9 mL) were added to a solution of methyl 5-bromo-pyridine-2-carboxylate (423 mg) in tetrahydrofuran (10.6 mL), and the mixture was stirred at room temperature for 19 hours and 50 minutes. The reaction solution was concentrated under reduced pressure and water was added to the residue. After extraction with ethyl acetate, the organic layer was washed with brine and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (88.1 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946210B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-50cac8e3fde44fc9826014c675f43824 |
| Source note | uspto-grants-2015_02 |