HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
O-Toluidine → 6-chloro-N-(2-methylphenyl)pyrimidine-4-carboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | O-Toluidine | HCID 7242 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| 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-(2-methylphenyl)pyrimidine-4-carboxamide | HCID 59447093 | — |
Reaktionsschritte
A cooled (0° C.) solution of 6-chloropyrimidine-4-carbonyl chloride (26.76 g; 151 mmol), obtained as described above for Intermediate 7 step 1, in anhydrous DCM (270 ml) was treated dropwise over 25 minutes with a solution of o-toluidine (13.6 ml; 126.0 mmol) and DIEA (43.4 ml; 252 mmol) in anhydrous DCM (100 mL). At the end of addition, the reaction mixture was washed with water then brine, dried over MgSO4, filtered and dried under vacuum to afford the title compound used without further purification as a brown solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08399448B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-cb24b151bebc49458ba5df50805742d7 |
| Quellennotiz | uspto-grants-2013_03 |