HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → N-(4-chloro-3-(cyanomethyl)-2-fluorophenyl)acetamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Cyanide | HCID 8929 | — |
| Edukt | 3-Acetamido-6-chloro-2-fluorobenzyl methanesulfonate | HCID 86713626 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | N-(4-chloro-3-(cyanomethyl)-2-fluorophenyl)acetamide | HCID 86713627 | 78,5% |
Reaktionsschritte
A solution of 3-acetamido-6-chloro-2-fluorobenzyl methanesulfonate (1.31 g, 3.54 mmol) in DMSO (10 mL) was treated with sodium cyanide (0.868 g, 17.72 mmol), stirred at RT overnight, treated with water and extracted with EtOAc (2×). The combined organics were washed with brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford N-(4-chloro-3-(cyanomethyl)-2-fluorophenyl)acetamide (630 mg, 78% yield) as a yellow solid. MS (ESI) m/z: 227.0 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08461179B1 |
| Quelldatensatz | uspto-grants-2013_06 |
| ORD ID | ord-a7a97009dcae477cb0d038e7a5a5669e |
| Quellennotiz | uspto-grants-2013_06 |