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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943028Generated: October 25, 2026

Hydrochloric Acid → N-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-4-ylethyl)cyclohexanecarboxamide

https://huagongshe.com/reaction/1943028

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantTert-butyl 4-(2-{(cyclohexylcarbonyl) [(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1-phenylethyl)piperidine-1-carboxylateHCID 58415912—
SolventDichloromethaneHCID 6344—
ProductN-[(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]-N-(2-phenyl-2-piperidin-4-ylethyl)cyclohexanecarboxamideHCID 58415916—

Reaction Steps

tert-butyl 4-(2-{(cyclohexylcarbonyl) [(1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)methyl]amino}-1-phenylethyl)piperidine-1-carboxylate (1.63 g, 2.78 mmol) in CH2Cl2 (5 ml) was added to 4 M HCl in dioxane (20 mL, 80 mmol) at 0° C. and the reaction stirred for 1.5 hours before being poured into satd. bicarb. The mixture was partitioned between CH2Cl2 and satd. bicarb, the aqueous portion extracted 3×CH2Cl2, and the organic portion dried (Na2SO4) then concentrated in vacuo. 1.35 g, 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389720B2
Source datasetuspto-grants-2013_03
ORD IDord-5b94c9b4a02f416eaa0794e4953b0138
Source noteuspto-grants-2013_03