HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → Methyl{4-[4-(1-methoxycyclopropyl)-phenylethynyl]-phenyl}-acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Methyl 4-Iodophenylacetate | HCID 10378700 | — |
| Edukt | 4-(1-Cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-6-yl-ethynyl)-benzoic acid ethyl ester | HCID 69548878 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Produkt | Methyl{4-[4-(1-methoxycyclopropyl)-phenylethynyl]-phenyl}-acetate | HCID 86585921 | 78% |
Reaktionsschritte
Using General Procedure F; 1-ethynyl-4-(1-methoxycyclopropyl)-benzene (Intermediate 61, 120.0 mg, 0.56 mmol) and methyl-(4-iodophenyl)-acetate (Reagent B, 154.0 mg, 0.56 mmol) in triethyl amine (6 mL) was treated with copper(I)iodide (35.0 mg, 0.19 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (130 mg, 0.19 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-8% EtOAc—hexanes) afforded 140.0 mg (78%) of the title compound as an orange solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06855512B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-e5c46863350e440095e86e1636b8d707 |
| Quellennotiz | uspto-grants-2005_02 |