HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 22504425, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 2-Benzenesulfonylamino-3-iodo-5-methylthiopyridine | HCID 15486851 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22504425 | HCID 22504425 | 80.3% |
Reaction Steps
A mixture of trimethylsilylacetylene (0.41 g), 2-benzenesulfonylamino-3-iodo-5-methylthiopyridine (0.82 g), triethylamine (0.42 g), cuprous iodide (30 mg), dichlorobis (triphenylphosphine) palladium. (75 mg) and dioxane (2 ml) was stirred at 70° C. for 16 hours under nitrogen atmosphere. To the reaction solution were then added water and ethyl acetate. The insolubles were filtered off. To the filtrate was added a saturated aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtered and concentrated. The resulting residue was subjected to silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 0.61 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612070B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-cab9b7a2e3d244dfa8791ebcb339b5d6 |
| Source note | uspto-grants-2009_11 |