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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1630352Generated: October 30, 2026

Potassium Carbonate → HCID 67345240, compound

https://huagongshe.com/reaction/1630352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Amino-1-N-Cbz-piperidineHCID 17846640—
ReactantEthyl 4-chloro-6-(3-quinolinyl)-1,5-naphthyridine-3-carboxylateHCID 42609331—
SolventDimethylacetamideHCID 31374—
ProductHCID 67345240HCID 6734524090%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of ethyl 4-chloro-6-quinolin-3-yl-1,5-naphthyridine-3-carboxylate (compound 41) (6.0 g, 17 mmol), 4-amino-1-N-Cbz-piperidine (compound 45) (4.1 g, 17 mmol), and potassium carbonate (4.6 g, 33 mmol) in N,N-dimethylacetamide (100 mL) was heated to 90° C. After 2 hours, the reaction was cooled to room temperature and filtered. The filtrate was concentrated and the residue was triturated with methanol to afford methyl 4-({1-[(benzyloxy)carbonyl]piperidin-4-yl}amino)-6-quinolin-3-yl-1,5-naphthyridine-3-carboxylate (compound 46) as a cream solid (8.2 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791131B2
Source datasetuspto-grants-2014_07
ORD IDord-daae9beb29774cbdb6d3e13bd0f884ae
Source noteuspto-grants-2014_07