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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521918Generated: October 31, 2026

Nitrogen → HCID 86690309, compound

https://huagongshe.com/reaction/1521918

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantPotassium CarbonateHCID 11430—
ReactantTolylboronic acidHCID 79799—
ReactantHCID 59457651HCID 59457651—
CatalystHCID 178418807HCID 178418807—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86690309HCID 86690309—

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of 6-chloro-5-iodopyrazin-2-amine (step 1) (13.74 g, 53.8 mmol) in dioxane (300 ml) was degassed with N2 and treated with p-tolylboronic acid (17.55 g, 129 mmol), K2CO3 (22.30 g, 161 mmol) and PdCl2(dppf)-CH2Cl2-adduct (4.39 g, 5.38 mmol). The orange suspension was stirred at 110° C. for 2 days. After cooling to room temperature the reaction mixture was concentrated under reduced pressure. The crude mixture was absorbed onto silica and purification by chromatography eluting with 0-60% EtOAc in iso-hexane afforded the titled compound as a beige coloured solid;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073932B2
Source datasetuspto-grants-2015_07
ORD IDord-dbb7b88f0b68436eba366b513cd829bc
Source noteuspto-grants-2015_07