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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340091Generated: October 30, 2026

Water → HCID 71238257, compound

https://huagongshe.com/reaction/340091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-FluorophenolHCID 9707—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 5-chloropyrazine-2-carboxylateHCID 406081—
SolventDimethylformamideHCID 6228—
ProductHCID 71238257HCID 71238257—

Reaction Conditions

Temperature0 °C

Reaction Steps

2-Fluorophenol (21.6 g, 233 mmol) was dissolved in DMF (250 mL) under a calcium chloride drying tube. The solution was cooled to 0° C., and then 60% NaH in paraffin oil (9.3 g, 233 mmol) was added in small portions. After the main portion of NaH had dissolved, 5-chloro-pyrazine-2-carboxylic acid methyl ester (Preparation 41, 40.2 g, 233 mmol) was added. The mixture was refluxed for 1 hour and then poured into water (1 L). The aqueous mixture was extracted with ether (3×300 mL), and the combined organic layers were washed with 2% sodium hydroxide aqueous solution (400 mL) and filtered through a layer of silica gel (40/60 prn). The filtrate was concentrated in vacuo to yield the title compound which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895544B2
Source datasetuspto-grants-2014_11
ORD IDord-1d240826ff46495d8b47974c5b91930c
Source noteuspto-grants-2014_11