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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1655875Generated: October 25, 2026

p-Toluenesulfonic acid → Diethyl 2-ethyloxazolo[5,4-b]pyridine-5,6-dicarboxylate

https://huagongshe.com/reaction/1655875

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantEthyl orthopropionateHCID 66995—
ReactantDiethyl 5-amino-1,6-dihydro-6-oxo-2,3-pyridinedicarboxylateHCID 19958246—
ProductDiethyl 2-ethyloxazolo[5,4-b]pyridine-5,6-dicarboxylateHCID 1995824084.8%

Reaction Steps

Diethyl 5-amino-1,6-dihydro-6-oxo-pyridine-2,3-dicarboxylate (7.57 g, 0.030 mol), is suspended in mL triethylorthopropionate (TEOP 0.30 mol). A small amount of p-toluenesulfonic acid is added and the mixture is heated at reflux for 65 hours. The triethylorthopropionate is removed in vacuo and the resulting oil is purified by column chromatography. The tractions containing the pure desired product are combined and stripped to a honey-colored oil weighing 7.38 g, yield 84.8%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05252538
Source datasetuspto-grants-1993_10
ORD IDord-ef482d8526f84f0ca5ae1d1f10889e77
Source noteuspto-grants-1993_10