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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890055Generated: October 30, 2026

Hydrochloric Acid → 6-Fluoro-3-methoxypyrazine-2-carbaldehyde

https://huagongshe.com/reaction/890055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 22247880HCID 22247880—
SolventDichloromethaneHCID 6344—
Product6-Fluoro-3-methoxypyrazine-2-carbaldehydeHCID 2224832865.4%

Reaction Conditions

Temperature-78 °C

Reaction Steps

After dissolving 447 mg of methyl 6-fluoro-3-methoxypyrazine-2-carboxylate in 8 ml of dichloromethane, the solution was cooled to −78° C. Next, 1.76 ml of diisobutylaluminium hydride (1.5 M, toluene solution) was added dropwise and the mixture was stirred for 30 minutes. After adding 10 ml of 1N hydrochloric acid dropwise to the reaction solution, water was added and extraction was performed with dichloromethane. After then drying over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (245 mg, 65% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06995144B2
Source datasetuspto-grants-2006_02
ORD IDord-f063b42b548045819ad13720df17184c
Source noteuspto-grants-2006_02