Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657162Generated: October 28, 2026

Acetic Anhydride → 7-Methyl-2H-pyrano[2,3-b]pyridin-2-one

https://huagongshe.com/reaction/657162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
Reactant2-Hydroxy-6-methylpyridine-3-carbaldehydeHCID 12722462—
Product7-Methyl-2H-pyrano[2,3-b]pyridin-2-oneHCID 6881732830%

Reaction Conditions

Temperature120 °C

Reaction Steps

To 6-methyl-2-oxo-1,2-dihydro-3-pyridinecarbaldehyde (318 mg, 2.3 mmol) in Ac2O (3 mL) was added Et3N (1 mL). The reaction was heated at 120° C. for 18 hours. The reaction was concentrated and the resulting material was dissolved in MeOH and loaded onto silica gel and evaporated. Purification by column chromatography (silica gel) using a hexanes/ethyl acetate gradient (0-100% EtOAc) provided the desired product as a solid (80 mg, 30%). LCMS (ES+) m/z 162 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071592B2
Source datasetuspto-grants-2011_12
ORD IDord-f4110bd669924f3ea8be82a5f2aa9c8f
Source noteuspto-grants-2011_12