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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771518Generated: November 3, 2026

Acetic Acid → 2-hydroxy-7,8-dihydro-5H-pyrano[4,3-b]pyridine-3-carbonitrile

https://huagongshe.com/reaction/1771518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyanoacetamideHCID 7898—
ReactantPiperidineHCID 8082—
ReactantPiperidin-1-yl-acetic acidHCID 201097—
SolventWaterHCID 962—
Product2-hydroxy-7,8-dihydro-5H-pyrano[4,3-b]pyridine-3-carbonitrileHCID 5099031920%

Reaction Conditions

Temperature0 °C

Reaction Steps

Then, an aqueous piperidine—acetic acid solution prepared by dissolving acetic acid (1.5 mL) in water (3.5 mL) and adding piperidine (2.6 ml) thereto, and 2-cyanoacetamide (4.62 g, 54.9 mmol) were added to the above-mentioned aqueous solution A, and the mixture was stirred with heating under reflux for 4 hr. To the mixture was added acetic acid (3.6 mL) and, after cooling 0° C., the precipitated solid was collected by filtration to give 2-oxo-1,5,7,8-tetrahydro-2H-pyrano[4,3-b]pyridine-3-carbonitrile (1.72 g, 20%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249135B2
Source datasetuspto-grants-2016_02
ORD IDord-cfe2eb3a153b4f62aec037d99243115b
Source noteuspto-grants-2016_02