HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → 4-{[(5-Chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzoic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | MeOH tetrahydrofuran | HCID 21899815 | — |
| Edukt | Ethyl 4-(((5-chloro-6-isopropoxypyridin-3-yl)oxy)methyl)-2,5-difluorobenzoate | HCID 89619166 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 4-{[(5-Chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzoic acid | HCID 89619257 | 94% |
Reaktionsschritte
To a solution of ethyl 4-{[(5-chloro-6-isopropoxypyridin-3-yl)oxy]methyl}-2,5-difluorobenzoate (Preparation 14, 400 mg, 1.03 mmol) in a mixture tetrahydrofuran/methanol (1/1 10 mL) was added an aqueous solution of sodium hydroxide (2M, 2.6 mL, 5.15 mmol). The reaction was stirred at room temperature for 2 hours and diluted with ethyl acetate (20 mL). An aqueous solution of hydrochloric acid (2M, 10 mL) was added to pH 1. The organic phase was extracted with ethyl acetate (2×10 mL) and the combined organic layers were washed with brine (20 mL), dried over magnesium sulfate, filtered and the solvent removed in vacuo to afford the title compound as a colourless oil (240 mg, 94% over two steps). No further purification undertaken.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09085517B2 |
| Quelldatensatz | uspto-grants-2015_07 |
| ORD ID | ord-785b33d8f3714c919c1b75102caabe2d |
| Quellennotiz | uspto-grants-2015_07 |