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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 130839Generated: October 25, 2026

Potassium Carbonate → 5-(4-[1,3]Dioxolan-2-yl-2-methylphenoxy)pyrazine-2-carbonitrile

https://huagongshe.com/reaction/130839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(1,3-Dioxolan-2-yl)-2-methoxyphenolHCID 346354—
Reactant5-Chloropyrazine-2-carbonitrileHCID 12295728—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product5-(4-[1,3]Dioxolan-2-yl-2-methylphenoxy)pyrazine-2-carbonitrileHCID 5973005296%

Reaction Conditions

Temperature100 °C

Reaction Steps

Take up 4-[1,3]dioxolan-2-yl-2-methylphenol (Example 388, Part C2) (0.288 g, 2.06 mmol), 5-chloropyrazine-2-carbonitrile (0.372 g, 2.06 mmol) and K2CO3 (0.428 g 3.10 mmol) in DMF (13.8 mL). Heat at 100° C. for 45 minutes. Cool to 80° C. and stir overnight. Dilute the reaction mixture with dichloromethane (100 mL). Wash the organic layer with saturated aqueous NaBCO3 (2×25 mL) and brine (1×25 mL). Dry over Na2CO3, filter and concentrate. Purify by flash chromatography, eluting with 30% ethyl acetate in hexanes to give the title compound (0.560 g, 95.58%): TLC [silica gel 60 F254, 30% ethyl acetate in hexanes] Rf=0.52.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07381719B2
Source datasetuspto-grants-2008_06
ORD IDord-3168ec6455bb49448735ede8883c35bb
Source noteuspto-grants-2008_06