HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,2-Dichloroethane → N-methyl-3-nitropyridine-2-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,2-Dichloroethane | HCID 11 | — |
| Edukt | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | Methylamine hydrochloride | HCID 6364545 | — |
| Edukt | 3-Nitropyridine-2-carboxylic acid | HCID 18376612 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-methyl-3-nitropyridine-2-carboxamide | HCID 21405325 | 32% |
Reaktionsschritte
To a mixture of 3-nitropicolinic acid (8.7 g, 51.8 mmol, 1.0 eq), methylamine hydrogen chloride (4.2 g, 1.2 eq), EDC (14.9 g, 1.5 eq), HOBt (8.4 g, 1.2 eq) in DMF (30 mL) was added DIEA (54 mL, 6.0 eq). The mixture was stirred at room temperature overnight. The crude was concentrated and dissolved in EtOAc. It was washed with saturated NaHCO3 solution. The solvent was removed and the crude was purified by silica gel chromatography (20%˜80% EtOAc/Hex) to obtain the desired product N-methyl-3-nitropicolinamide (3.0 g, isolated yield 32%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08501763B2 |
| Quelldatensatz | uspto-grants-2013_08 |
| ORD ID | ord-bd1c65ec52a241f4a9daa8fbc4cc2667 |
| Quellennotiz | uspto-grants-2013_08 |