HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonium formate → N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(3-methylpyrrolidin-3-yl)cyclohexanecarboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonium formate | HCID 2723923 | — |
| Edukt | N-(1-benzyl-3-methylpyrrolidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide | HCID 58415932 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(3-methylpyrrolidin-3-yl)cyclohexanecarboxamide | HCID 58415934 | — |
Reaktionsbedingungen
| Temperatur | 60 °C |
|---|
Reaktionsschritte
N-(1-benzyl-3-methylpyrrolidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide (1750 mg, 3.71 mmol) and ammonium formate (936 mg, 14.84 mmol) were combined in MeOH (37 mL). 10% Pd/C (350 mg, 3.288 mmol) was added as a slurry in MeOH and the reaction heated to 60° C. for 15 hours. The reaction mixture was filtered through a 0.45 um syringe-tip filter and concentrated in vacuo. The resulting material was partitioned between CH2Cl2 and satd. bicarb, the aqueous portion extracted 3×CH2Cl2, and the organic portion dried (Na2SO4) then concentrated in vacuo. This material was carried on without further purification. 1.5 g, 106%.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08389720B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-dc30a69e11ac48e99d2a103f30d42961 |
| Quellennotiz | uspto-grants-2013_03 |