HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → Benzoic acid N'-[3-(4'-fluoro-biphenyl-2-yl)-propionyl]-N'-isopropyl--hydrazide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Edukt | Benzoic acid N'-[3-(2-bromo-phenyl)-propionyl]-N'-isopropyl-hydrazide | HCID 57560116 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | Benzoic acid N'-[3-(4'-fluoro-biphenyl-2-yl)-propionyl]-N'-isopropyl--hydrazide | HCID 57560104 | 79% |
Reaktionsschritte
A solution of benzoic acid N′-[3-(2-bromo-phenyl)-propionyl]-N′-isopropyl-hydrazide (50 mg, 0.13 mmol) in DME (4 ml)/2M Na2CO3 (225 μL, 0.45 mmol) was treated with 4-fluoro-phenylboronic acid (29 mg, 0.19 mmol) and Pd[PPh3]4 (15 mg, 0.013 mmol) for 18 hours at 90° C. The reaction mixture was partitioned between water and dichloromethane. The organic layer was washed with brine, dried over sodium sulfate, filtered, and concentrated. The crude was absorbed on silica and purified on a silica gel column with a 20-50% ethyl acetate/hexanes gradient to afford the product as a solid (41 mg, 79%). LC-MS m/e 405.25 (M+H+)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07485752B2 |
| Quelldatensatz | uspto-grants-2009_02 |
| ORD ID | ord-e7f1996252c84ec9bcad1ead4418e2ed |
| Quellennotiz | uspto-grants-2009_02 |