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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1943030Erstellt: 27. Oktober 2026

Cyclohexanecarbonyl chloride → N-(1-benzyl-3-methylpyrrolidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamide

https://huagongshe.com/reaction/1943030

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclohexanecarbonyl chlorideHCID 75938—
EduktDiisopropylethylamineHCID 81531—
Edukt3-{[(1-benzyl-3-methylpyrrolidin-3-yl)amino]methyl}-1-methylquinolin-2(1H)-oneHCID 58415915—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(1-benzyl-3-methylpyrrolidin-3-yl)-N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]cyclohexanecarboxamideHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08389720B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-52068ab0d7c348218cbdbcd4ae6c3147
Quellennotizuspto-grants-2013_03