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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1776069Generated: November 2, 2026

Potassium Carbonate → HCID 86720785, compound

https://huagongshe.com/reaction/1776069

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2,5-DibromopyrazineHCID 11470421—
ReactantHCID 59207621HCID 59207621—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
ProductHCID 86720785HCID 8672078570.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of N-phenyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)naphthalen-1-amine (Compound 7) (2.91 g, 6.91 mmol), 2,5-dibromopyrazine (3.56 g, 13.8 mmol), Pd(PPh3)4 (0.346 g, 0.3 mmol), K2CO3 (1.93 g, 14 mmol) in dioxane/water (80 mL/15 mL), was degassed and heated at about 85° C. overnight. The resulting mixture was diluted with 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 to 2:1 to 3:2). The desired fraction was collected, after removal of solvent to give a yellow solid (Compound 8) (2.2 g, in 70.4% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09263681B2
Source datasetuspto-grants-2016_02
ORD IDord-a845c9695eb740fb9a427f605d361fb1
Source noteuspto-grants-2016_02