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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388628Generated: October 26, 2026

Hydrochloric Acid → Methyl 3-fluoromethylpyrazine-2-carboxylate

https://huagongshe.com/reaction/2388628

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium fluorideHCID 25953—
ReactantMethyl 3-chloromethylpyrazine-2-carboxylateHCID 67039637—
SolventDimethyl SulfoxideHCID 679—
ProductMethyl 3-fluoromethylpyrazine-2-carboxylateHCID 670392259.2%

Reaction Conditions

Temperature140 °C

Reaction Steps

Methyl 3-chloromethylpyrazine-2-carboxylate (1.55 g, 8.3 mmol) was dissolved in DMSO (30 ml), followed by adding cesium fluoride (2.52 g, 16.6 mmol) and hexamethyl triamidophosphate (0.3 ml) and heated at 140° C. for 40 minutes while stirring. The reaction solution was cooled, followed by pouring into a diluted HCl solution, extracting with ethyl acetate, and washing with water. The solution was dried over magnesium sulfate, and concentrated under reduced pressure, and then the residue was purified by using silica gel chromatography (hexane:ethyl acetate=2:1) to obtain 0.13 g of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269045B2
Source datasetuspto-grants-2012_09
ORD IDord-6ee773351ce04e88bb96aa9523a258b1
Source noteuspto-grants-2012_09