HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethylene Glycol → (S)-3-chloro-N-(4-hydroxy-1-(4-(1-methyl-2-(2-methyl-1,3-dioxolan-2-yl)-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethylene Glycol | HCID 174 | — |
| Edukt | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Edukt | (S)-N-(1-(4-(2-acetyl-1-methyl-1H-imidazol-4-yl)phenyl)-4-hydroxybutan-2-yl)-3-chloro-4-isopropoxybenzamide | HCID 57594136 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Produkt | (S)-3-chloro-N-(4-hydroxy-1-(4-(1-methyl-2-(2-methyl-1,3-dioxolan-2-yl)-1H-imidazol-4-yl)phenyl)butan-2-yl)-4-isopropoxybenzamide | HCID 57594713 | 16% |
Reaktionsbedingungen
| Temperatur | 70 °C |
|---|
Reaktionsschritte
150 mg (0.31 mmol) of (S)-N-(1-(4-(2-acetyl-1-methyl-1H-imidazol-4-yl)phenyl)-4-hydroxybutan-2-yl)-3-chloro-4-isopropoxybenzamide in 2 mL of benzene was treated with 34.6 uL (0.62 mmol) of ethane-1,2-diol and 59 mg (0.31 mmol) of p-toluenesulfonic acid monohydrate. The reaction was stirred at 70° C. for 2 h after which the solvents were evaporated and the residue purified via reverse phase HPLC (acetonitrile/water). 25.5 mg (16% yield) of 4 was obtained and characterized by LCMS and HNMR.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07618981B2 |
| Quelldatensatz | uspto-grants-2009_11 |
| ORD ID | ord-ffcab30a72144937a3d156aeefaad9e6 |
| Quellennotiz | uspto-grants-2009_11 |