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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1244397Generated: October 25, 2026

Sodium Carbonate → 2-Methoxy-4-{6-[(pyridin-3-ylmethyl)amino]pyrazin-2-yl}phenol

https://huagongshe.com/reaction/1244397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734650—
Reactant6-chloro-N-(pyridin-3-ylmethyl)pyrazin-2-amineHCID 21919356—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-Methoxy-4-{6-[(pyridin-3-ylmethyl)amino]pyrazin-2-yl}phenolHCID 135474319100.5%

Reaction Steps

A mixture of 6-chloro-N-(pyridin-3-ylmethyl)pyrazin-2-amine (49 mg, 0.22 mmol), 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (52 mg, 0.20 mmol), (PPh3)4Pd (23 mg, 0.020 mmol) and a Na2CO3 solution (0.22 mmol of a 2 M solution) in toluene (10 ml) was heated under reflux overnight. After removal of the solvents, the residue was dissolved in CH2Cl2 (150 ml), dried (Na2SO4), filtered and the CH2Cl2 removed in vacuo. The residue was purified by column chromatography, eluting with a n-hexane:ethyl acetate gradient mixture to obtain the desired product (62 mg, 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122550B2
Source datasetuspto-grants-2006_10
ORD IDord-731cb9b51f8341d28a8f9be59a95327f
Source noteuspto-grants-2006_10