HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyclohexanecarbonyl chloride → N-(1-benzyl-3-methylpyrrolidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyclohexanecarbonyl chloride | HCID 75938 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 3-{[(1-benzyl-3-methylpyrrolidin-3-yl)amino]methyl}-1-methylquinolin-2(1H)-one | HCID 58415915 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(1-benzyl-3-methylpyrrolidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide | HCID 58415932 | — |
Reaktionsschritte
To 3-{[(1-benzyl-3-methylpyrrolidin-3-yl)amino]methyl}-1-methylquinolin-2(1H)-one (1846 mg, 5.11 mmol) in CH2Cl2 (25 ml) was added DIEA (1.338 ml, 7.66 mmol). Cyclohexane carbonyl chloride (0.757 ml, 5.62 mmol) was added and the reaction stirred for 2 hours. The reaction was quenched with MeOH then concentrated in vacuo. The resulting material was twice purified by silica gel chromatography on an Isco Companion (5-35% acetone/hexane for first run, 5-25% acetone/hexane for second run). 2.12 g, 88% over two steps.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08389720B2 |
| Quelldatensatz | uspto-grants-2013_03 |
| ORD ID | ord-52068ab0d7c348218cbdbcd4ae6c3147 |
| Quellennotiz | uspto-grants-2013_03 |