Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1476914Generated: October 30, 2026

Water → (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

https://huagongshe.com/reaction/1476914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylateHCID 854055—
Reactant3-(6-chloro-4-methylpyridin-2-yl)-1H-1,2,4-triazol-5 (4H)-oneHCID 136597048—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product(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—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 3-(6-chloro-4-methylpyridin-2-yl)-1H-1,2,4-triazol-5(4H)-one (428 mg, 2.032 mmol), (S)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate (457 mg, 2.439 mmol) and sodium hydride (81 mg, 2.032 mmol) in N-methyl-2-pyrrolidinone (7 mL) was heated in a microwave reactor at 140° C. for 30 minutes. After cooling, water was added and the mixture was extracted with EtOAc. The aqueous layer was acidified with 1M HCl aq and extracted with EtOAc. The organic layers were combined, dried over MgSO4, filtered, and evaporated in vacuo to give the title compound, which was used without further purification. ESI-MS [M+H-tert-butyl]+ 306.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09402841B2
Source datasetuspto-grants-2016_08
ORD IDord-7eda530fe86c4e04a186318f92b0d3c9
Source noteuspto-grants-2016_08