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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776078Generated: November 3, 2026

Potassium Carbonate → HCID 86720790, compound

https://huagongshe.com/reaction/1776078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,5-DibromopyrazineHCID 11470421—
Reactant4-(Diphenylamino)phenylboronic Acid (contains varying amounts of Anhydride)HCID 12166934—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 86720790HCID 8672079068.2%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of (4-(diphenylamino)phenyl)boronic acid (3.26 g, 11.3 mmol), 2,5-dibromopyrazine (5.82 g, 22.6 mmol), Pd(PPh3)4 (0.635 g, 0.55 mmol), K2CO3 (3.45 g, 25 mmol) in dioxane/water (100 mL/16 mL) was degassed and heated at about 85° C. for about 20 hours. The resulting mixture was poured into ethyl acetate (250 mL), washed with brine, dried over Na2SO4, loaded on silica gel and purified by flash column using eluents of hexanes to hexanes/dichloromethane 4:1. After removal of solvent, a yellow solid (Compound 19) was obtained (3.1 g, in 68.2% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09263681B2
Source datasetuspto-grants-2016_02
ORD IDord-12d566bb4fd149e58fea850ddaab8101
Source noteuspto-grants-2016_02