HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-Amino-m-cresol | HCID 17819 | — |
| Edukt | 6-Chloropyrimidine-4-carbonyl chloride | HCID 18422098 | — |
| Edukt | 6-chloro-N-(4-hydroxyphenyl)pyrimidine-4-carboxamide | HCID 59446876 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 6-chloro-N-(4-hydroxy-2-methylphenyl)pyrimidine-4-carboxamide | HCID 59447105 | — |
Reaktionsschritte
A cooled (0° C.) solution of 4-amino-m-cresol (Fluka, 4.17 g, 33.9 mmol) and triethylamine (23.6 mL, 0.170 mol) in dry dichloromethane (100 mL) was treated with 6-chloropyrimidine-4-carbonyl chloride, obtained as described above for Intermediate 7, step 1 (6.0 g, 34 mmol) and the resulting mixture was stirred at room temperature for 12 hours. The reaction mixture was concentrated in vacuo, diluted with water and extracted with EtOAc. The combined organic layers were dried on magnesium sulfate and evaporated in vacuo. The crude product was purified by column chromatography (silica) using as eluent petroleum ether/EtOAc to afford the title compound as yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08399448B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-293e601e98894baca4aea202277ee4ff |
| Quellennotiz | uspto-grants-2013_03 |