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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1259317Generated: November 2, 2026

Water → Methyl 6-bromo-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylate

https://huagongshe.com/reaction/1259317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
ReactantAZ-32S-methyl-esterHCID 58432791—
SolventDimethylformamideHCID 6228—
ProductMethyl 6-bromo-5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylateHCID 58432788—

Reaction Conditions

Temperature18.5 °C

Reaction Steps

Methyl 5-methyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxylate (400 g, 1 eq) was dissolved in DMF (3 L) and stirred at 17-20° C. N-Bromosuccinimide (229.3 g, 1 eq) was dissolved in DMF (1 L), and added to the ester solution over 1 hour. Post-addition, the reaction was stirred at 17-20° C. for 10 hours. The reaction mixture was added to water (15 L) with stirring. The resulting slurry was stirred at 20-25° C. overnight. The title compound was collected by filtration. The cake was washed with water (1 L) and heptane (1 L) and then dried to constant weight at 40° C. to give 456 g (91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08466284B2
Source datasetuspto-grants-2013_06
ORD IDord-f5742b1651e045d9987a0bbad17d5744
Source noteuspto-grants-2013_06