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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2045862Generated: October 30, 2026

Diethyl Ether → 5-Difluoromethympyrazine-2-carboxylic acid

https://huagongshe.com/reaction/2045862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactantt-Butyl 5-difluoromethylpyrazine-2-carboxylateHCID 57475685—
SolventDichloromethaneHCID 6344—
Product5-Difluoromethympyrazine-2-carboxylic acidHCID 5746857575.6%

Reaction Steps

Trifluoroacetic acid (1 mL) was added to a solution of t-butyl 5-difluoromethylpyrazine-2-carboxylate (175 mg) in dichloromethane (1 mL), and the mixture was stirred at RT for 5 h. Ether and 5 N NaOH were added to the reaction solution. The aqueous layer was separated and made acidic with 5 N hydrochloric acid. EtOAc was added to the aqueous layer, and the organic layer was separated. The organic layer was dried over anhydrous MgSO4, and the insoluble matter was separated by filtration. The filtrate was concentrated to obtain the title compound (100 mg). 1H-NMR (CDCl3) δ (ppm): 6.80 (t, J=54.4 Hz, 1H), 9.02 (s, 1H), 9.47 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592408B2
Source datasetuspto-grants-2013_11
ORD IDord-fa92511d336c49d1ade3acd8a199bce2
Source noteuspto-grants-2013_11