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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70712Generated: October 29, 2026

Hydrogen Bromide → 5-Cyclopropyl-6-oxo-1,6-dihydropyridine-2-carbaldehyde

https://huagongshe.com/reaction/70712

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantWaterHCID 962—
Reactant5-Cyclopropyl-6-methoxypyridine-2-carbaldehydeHCID 86657999—
Solvent1,4-DioxaneHCID 31275—
Product5-Cyclopropyl-6-oxo-1,6-dihydropyridine-2-carbaldehydeHCID 8665801369%

Reaction Conditions

Temperature65 °C

Reaction Steps

48% hydrobromic acid (3 mL) was added to a solution of 5-cyclopropyl-6-methoxypyridine-2-carbaldehyde obtained in Reference Example 1-51(6) (437 mg) in 1,4-dioxane (6 mL), and the mixture was stirred at 65° C. for two hours. The reaction solution was poured into water, followed by extraction with chloroform/methanol (2:1). The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=75:25→0:100) to give 5-cyclopropyl-6-oxo-1,6-dihydropyridine-2-carbaldehyde as a yellow powder (278 mg, 69%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822503B2
Source datasetuspto-grants-2014_09
ORD IDord-2587d6c306a1442c9072ff8eae4aabc5
Source noteuspto-grants-2014_09