HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 6-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Edukt | 6-chloropyridazine-3-carboxylic Acid | HCID 6415762 | — |
| Edukt | Cyclopropaneethanamine | HCID 10240761 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 6-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide | HCID 65561565 | 55,1% |
Reaktionsschritte
To a solution of 6-chloropyridazine-3-carboxylic acid (15.8 mmol) in dichloromethane (95 mL) was added diisopropylethylamine (46.7 mmol), 1-hydroxybenzotriazole monohydrate (23.7 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (23.7 mmol) under nitrogen atmosphere at ambient temperature. The resulting mixture was stirred for 15 minutes and 2-cyclopropylethylamine (20.2 mmol) was added. After stirring for 36 hours at ambient temperature, the reaction mixture was diluted with dichloromethane (100 mL), then washed with water and dried over anhydrous Na2SO4. The solvent was removed in vacuo. Purification via column chromatography (30% ethyl acetate in hexanes) afforded the title compound (8.70 mmol). Yield 55%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07951805B2 |
| Quelldatensatz | uspto-grants-2011_05 |
| ORD ID | ord-62c5194e7110425d9987a6e1e8cd4d55 |
| Quellennotiz | uspto-grants-2011_05 |