HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 3-Ethynylpyridin-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Edukt | 3-((Trimethylsilyl)ethynyl)pyridin-2-amine | HCID 57475666 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-Ethynylpyridin-2-amine | HCID 12422526 | 94% |
Reaktionsschritte
To a solution of 3-trimethylsilanylethynyl-pyridin-2-ylamine (28.1 g, 148 mmoL) described in Manufacturing Example 1-2-2 in tetrahydrofuran (300 mL) was added tetrabutylammonium fluoride (1 M tetrahydrofuran solution, 20 mL, 20 mmol), which was stirred for 15 minutes at room temperature. Water was added to the reaction solution, which was then extracted with ethyl acetate 4 times. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel chromatography (heptane:ethyl acetate=1:1 then 1:2) to obtain the title compound (16.4 g, 93.7%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08841327B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-28557e6571f64d84b8e6524cf1f92b12 |
| Quellennotiz | uspto-grants-2014_09 |