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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 656919Generated: October 30, 2026

Sodium Bicarbonate → Methyl 6-(methyloxy)-1,5-naphthyridine-3-carboxylate

https://huagongshe.com/reaction/656919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 4-bromo-6-(methyloxy)-1,5-naphthyridine-3-carboxylateHCID 68817384—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductMethyl 6-(methyloxy)-1,5-naphthyridine-3-carboxylateHCID 6881730796.7%

Reaction Steps

To a mixture of methyl 4-bromo-6-(methyloxy)-1,5-naphthyridine-3-carboxylate (1.67 g, 5.64 mmol)) and NaHCO3 (0.84 g, 10 mmol) in MeOH (20 ml) and 1,4-dioxane (15 ml) was added 10% Pd/C (0.75 g) and the mixture was then stirred at rt under 1 atmosphere of hydrogen for 3 h. The reaction mixture was then filtered through a thin pad of Celite, washing through with EtOH. The filtrate was evaporated and stirred in 50 ml of water, the solid was then filtered off and dried in vacuo to give the desired product (1.19 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-c7c3825cc9c54cba81d449bf891bfbbb
Source noteuspto-grants-2011_12