HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Phenylpropylamine → 5-Hydroxypyridine-2-carboxylic acid (3-phenylpropyl)amide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Phenylpropylamine | HCID 16259 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 5-Hydroxypyridine-2-carboxylic acid | HCID 268740 | — |
| Edukt | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Edukt | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 5-Hydroxypyridine-2-carboxylic acid (3-phenylpropyl)amide | HCID 86028470 | 61,2% |
Reaktionsschritte
To a solution of 5-hydroxypyridine-2-carboxylic acid (0.103 g, 0.74 mmol) in dichloromethane was added diisopropylethylamine (0.279 mL, 1.6 mmol), followed by 1-hydroxybenzotriazole monohydrate (0.012 g, 0.8 mmol) and EDCl (0.153 g, 0.8 mmol). The resulting mixture was stirred for 15 minutes and 3-phenyl-1-propylamine (0.108 g, 0.8 mmol) was added. After stirring for 22 h, the reaction mixture was diluted with dichloromethane (80 mL), washed with water, dried over anhydrous Na2SO4 and concentrated in vacuo. Purification by column chromatography afforded 5-hydroxypyridine-2-carboxylic acid (3-phenylpropyl)amide as white crystals (0.116 g, 61% yield). MS (ES+) m/z 257.2 (M+1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08383628B2 |
| Quelldatensatz | uspto-grants-2013_02 |
| ORD ID | ord-a9fa6b3d185c4673b13359a4b947e175 |
| Quellennotiz | uspto-grants-2013_02 |