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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388692Generated: November 1, 2026

Trifluoroacetic acid → Ethyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

https://huagongshe.com/reaction/2388692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactant5-tert-Butyl 3-ethyl 7a-(pyrrolidin-1-yl)-3a,4,7,7a-tetrahydroisoxazolo[4,5-c]pyridine-3,5(6H)-dicarboxylateHCID 68505478—
ProductEthyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylateHCID 44558551—

Reaction Conditions

Temperature0 °C

Reaction Steps

Trifluoroacetic acid (6.67 ml, 89.9 mmol) was added to a solution of 5-tert-Butyl 3-ethyl 7a-(pyrrolidin-1-yl)-3a,4,7,7a-tetrahydroisoxazolo[4,5-c]pyridine-3,5(6H)-dicarboxylate (5.5 g, 14.98 mmol) in MC (100 ml) at 0° C. and the mixture was stirred under reflux for 16 hours. Thereafter, the mixture was cooled to 0° C. and NaHCO3 solution was added. The phases were separated and the aqueous phase was extracted with methylene chloride. The combined organic phases were dried with Na2SO4, filtered and concentrated in vacuo. The crude product obtained was employed directly in the next stage without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268814B2
Source datasetuspto-grants-2012_09
ORD IDord-f7ce032ce1504454b12d5f5d9ef0361e
Source noteuspto-grants-2012_09