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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385548Generated: October 30, 2026

Water → HCID 57815340, compound

https://huagongshe.com/reaction/385548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 57815444HCID 57815444—
CatalystHCID 178418397HCID 178418397—
SolventFormic AcidHCID 284—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 57815340HCID 5781534073.4%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a solution of 0.62 g of 2,6-dichloro-3-fluoro-5-((methoxymethoxy)methyl)pyridine in 18 mL of N,N-dimethylformamide, 0.54 mL of triethylamine, 0.15 mL of formic acid and 0.15 g of tetrakis(triphenylphosphine)palladium(0) were added, and the mixture was stirred at 90 to 100° C. for 4 hours 30 minutes under a nitrogen atmosphere. Thereto were added water and ethyl acetate, the insoluble substance was filtered off, the organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was washed sequentially with water and a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography using an eluent of hexane:ethyl acetate=8:1 to obtain 0.39 g of 2-chloro-5-fluoro-3-((methoxymethoxy)methyl)pyridine as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367831B2
Source datasetuspto-grants-2013_02
ORD IDord-33fb8ce6bd7d4cc8bf8ed2143b6bf848
Source noteuspto-grants-2013_02