HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonia → Methyl 6-amino-2-chloropyrimidine-4-carboxylate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonia | HCID 222 | — |
| Edukt | Methyl 2-chloro-6-(methylsulfonyl)pyrimidine-4-carboxylate | HCID 84031284 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | Methyl 6-amino-2-chloropyrimidine-4-carboxylate | HCID 53396493 | 85% |
Reaktionsschritte
2-Chloro-6-methanesulfonylpyrimidine-4-carboxylic acid methyl ester (3.7 g, 14.75 mmol) was dissolved in dioxane and 7N ammonia in methanol was added. The reaction mixture was stirred at room temperature for 3 hours, concentrated under vacuum, and the residue partitioned between ethyl acetate and water. The organic phase was dried and concentrated. The product was purified by column chromatography to provide 6-amino-2-chloropyrimidine-4-carboxylic acid methyl ester (2.35 g, 85% yield): 1H NMR (DMSO-d6): δ 7.6 (br s, 1H), 7.00 (s, 1H), 3.84 (s, 3H), 3.33 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07538214B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-66fb0aa808b34c818b7117d066569607 |
| Quellennotiz | uspto-grants-2009_05 |