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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049880Generated: November 1, 2026

Sodium Carbonate → HCID 90105361, compound

https://huagongshe.com/reaction/1049880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
Reactant2-bromo-5H-pyrrolo[2,3-b]pyrazineHCID 25067308—
SolventAcetonitrileHCID 6342—
ProductHCID 90105361HCID 9010536160%

Reaction Steps

A 10 mL microwave vial was charged with 5-bromo-4,7-diazaindole (0.471 g, CASRN 875781-43-4), 4-pyridylboronic acid (0.58 g), 1M Na2CO3 (3 mL), 1,1′-(dppf)Pd(II)Cl2 (0.097 g) and MeCN (3 mL), capped and irradiated in a microwave reactor at 150° C. for 30 min. The reaction was cooled and partitioned between H2O and EtOAc. The aqueous layer was twice washed with EtOAc. The combined organic layers were washed once with brine, dried (MgSO4), filtered and concentrated to afford a solid residue. The crude purified by SiO2 chromatography eluting with an EtOH/EtOAc gradient (1 to 20% EtOH over 12 min) to afford 0.28 g of pure 2-(pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazin (22).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382257B2
Source datasetuspto-grants-2016_07
ORD IDord-a21626777d9e4a41bb2a0c68316f1959
Source noteuspto-grants-2016_07