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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473635Generated: October 27, 2026

Sodium Carbonate → 4-(3-(2-Methoxypyridin-3-yl)pyrazin-2-yloxy)aniline

https://huagongshe.com/reaction/473635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(3-Chloropyrazin-2-yloxy)benzenamineHCID 20133974—
Reactant2-Methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine hydrateHCID 67435319—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-(3-(2-Methoxypyridin-3-yl)pyrazin-2-yloxy)anilineHCID 59374203—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a glass microwave vial was added 4-(3-chloropyrazin-2-yloxy)aniline (1.0591 g, 4.78 mmol), 2-methoxy-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine hydrate, trans-dichlorobis(triphenylphosphine) palladium (II) (0.268 g, 0.382 mmol), and sodium carbonate (2.53 g, 23.89 mmol) in DME (7.65 mL) and water (1.911 mL). The reaction mixture was stirred and heated in a Biotage Initiator microwave reactor at 100° C. for 15 min. The crude product was adsorbed onto a plug of silica gel and chromatographed to provide 4(3-(2-methoxypyridin-3-yl)pyrazin-2-yloxy)aniline. MS (ESI, pos. ion) m/z:295.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637500B2
Source datasetuspto-grants-2014_01
ORD IDord-43bf9e8f03fe46d0932124eb12839065
Source noteuspto-grants-2014_01