HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → methyl 1-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrrole-2-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Edukt | methyl 3-(trifluoromethyl)-1H-pyrrole-2-carboxylate | HCID 90405535 | — |
| Katalysator | Cupric acetate | HCID 8895 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | methyl 1-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrrole-2-carboxylate | HCID 90406393 | — |
Reaktionsschritte
A suspension of the product prepared in Step B (1160 mg, 6.0 mmol, 1 eq), 4-chlorophenylboronic acid (2.9 g, 18.0 mmol, 1 eq), Cu(OAc)2 (2.18 g, 12.0 mmol, 2 eq), 4A molecular sieves (3 g), pyridine (1.94 mL, 4.0 mmol, 4 eq) in DCM (40 mL) was stirred at room temperature for 2 days. The resulting suspension was filtered through CELITE, washed with DCM, and concentrated. The resulting residue was dry packed and purified by flash chromatography (120 g column) eluting with 4 to 8% EtOAc/heptane to yield methyl 1-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrrole-2-carboxylate.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08912227B1 |
| Quelldatensatz | uspto-grants-2014_12 |
| ORD ID | ord-24ce7914fa8e4c1b9a0e0509fd4a80c8 |
| Quellennotiz | uspto-grants-2014_12 |