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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382160Generated: November 1, 2026

Sodium Carbonate → HCID 25119520, compound

https://huagongshe.com/reaction/2382160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-BenzylpiperidineHCID 31738—
ReactantHCID 68596563HCID 68596563—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 25119520HCID 25119520—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of the ethylurea-naphthyridine intermediate (44 mg, 0.17 mmol) in 2 mL of DMF was added 4-benzylpiperidine (44 mg, 0.25 mmol) and sodium carbonate (0.141 g, 1.33 mmol). The reaction mixture was heated at 50° C. for 48 hours. The mixture was diluted with water (10 mL), extracted with two 10 mL portions of dichloromethane, and washed with brine (10 mL). The organic layer was dried over sodium sulfate, and purified by silica gel chromatography eluting with a gradient of dichloromethane/MeOH/NH4OH to yield 18 mg (27%) of desired. LCMS (EI) m/z 404 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258301B2
Source datasetuspto-grants-2012_09
ORD IDord-15c72590b24a4bdb8b01333cc797dfdd
Source noteuspto-grants-2012_09