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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473636Generated: October 30, 2026

2-Bromopyridine → N-(4-(3-(2-Methoxypyridin-3-YL)pyrazin-2-yloxy)phenyl)pyridin-2-amine

https://huagongshe.com/reaction/473636

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyridineHCID 7973—
ReactantSodium t-butoxideHCID 23676156—
Reactant4-(3-(2-Methoxypyridin-3-yl)pyrazin-2-yloxy)anilineHCID 59374203—
CatalystBrettPhos PalladacycleHCID 25112666—
ProductN-(4-(3-(2-Methoxypyridin-3-YL)pyrazin-2-yloxy)phenyl)pyridin-2-amineHCID 59374291—

Reaction Conditions

Temperature90 °C

Reaction Steps

A glass microwave reaction vessel was charged with 4-(3-(2-methoxypyridin-3-yl)pyrazin-2-yloxy)aniline (0.1874 g, 0.637 mmol), 2-bromopyridine (0.075 mL, 0.764 mmol), BrettPHOS precatalyst (10.19 mg, 0.013 mmol), and sodium tert-butoxide (0.153 g, 1.592 mmol). The flask was placed under vacuum then flushed with argon. Dioxane (2.122 mL) was added and the reaction was heated to 90° C. to stir overnight. The crude product was adsorbed onto a plug of silica gel and chromatographed to give the title compound. MS (ESI, pos. ion) m/z: 372.0, IC50 (uM)=0.002903.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637500B2
Source datasetuspto-grants-2014_01
ORD IDord-f49dc635ea6642ecb5b5c04a2379c2b3
Source noteuspto-grants-2014_01