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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476915Generated: October 30, 2026

Trifluoroacetic acid → (S)-3-(4-methyl-6-(pyrrolidin-3-yloxy)pyridin-2-yl)-1H-1,2,4-triazol-5(4H)-one

https://huagongshe.com/reaction/1476915

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-tert-butyl 3-((4-methyl-6-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)pyridin-2-yl)oxy)pyrrolidine-1-carboxylateHCID 136596975—
Product(S)-3-(4-methyl-6-(pyrrolidin-3-yloxy)pyridin-2-yl)-1H-1,2,4-triazol-5(4H)-oneHCID 1365970902.4%

Reaction Steps

A mixture of (S)-tert-butyl 3-((4-methyl-6-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)pyridin-2-yl)oxy)pyrrolidine-1-carboxylate (700 mg, 1.937 mmol) and TFA (3 mL, 38.9 mmol) was stirred at RT for 1 hour. The solvent was removed in vacuo and the crude product purified by preparative HPLC eluting with a gradient 5-40% ACN in water (acid mode). The product-containing fractions were collected and evaporated in vacuo to give the title compound (12 mg, 2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09402841B2
Source datasetuspto-grants-2016_08
ORD IDord-846ba904989a41afaaeb7ab95eee3096
Source noteuspto-grants-2016_08