HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → HCID 90370191, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2-Bromo-5-nitropyridine | HCID 78240 | — |
| Reactant | Methyl 4-ethynylbenzoate | HCID 640163 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90370191 | HCID 90370191 | 88.1% |
Reaction Steps
To 20 mL of a dioxane solution including 2.0 g of 2-bromo-5-nitropyridine were added 1.58 g of methyl 4-ethynylbenzoate, 4.1 mL of N-isopropylpropan-2-amine and 281 mg of copper (I) iodide, and 504 mg of bis(tri-tert-butylphosphine)palladium(0) was further added thereto in an argon atmosphere, followed by stirring for 1 hour at room temperature. 50 ml of ethyl acetate was added to the reaction mixture, the precipitated insoluble material was collected by filtration, thereby obtaining 2.45 g of methyl 4-[(5-nitropyridin-2-yl)ethynyl]benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062032B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-2d89b4ed9b9d466c8677efd5a4ecbbe0 |
| Source note | uspto-grants-2015_06 |