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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659943Generated: October 30, 2026

Sodium Carbonate → HCID 68428588, compound

https://huagongshe.com/reaction/659943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-Tolylboronic acidHCID 2733950—
ReactantHCID 68430523HCID 68430523—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
ProductHCID 68428588HCID 6842858852.6%

Reaction Conditions

Temperature180 °C

Reaction Steps

To a solution of 274 mg (1 mmole) of 3-Bromo-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine in 1.8 mL of toluene under nitrogen is added a 0.6 mL of a 2N solution of sodium carbonate, 170 mg (1.25 mmole) of m-tolylboronic acid and 1.2 mL of ethanol. To the reaction mixture is finally added 45 mg of tetrakistriphenylphosphine palladium. The reaction mixture is sealed in a microwave vessel and stirred under microwave conditions at 180° C. for 2 min. The cooled reaction mixture is then poured into ammonium chloride solution and extracted with ethyl acetate. The organic phase is washed with water and dried over magnesium sulfate. The solid residue after concentration is recrystallized into hexane to afford 150 mg of 2-Pyridin-4-yl-3-m-tolyl-1H-pyrrolo[3,2-b]pyridine as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084395B2
Source datasetuspto-grants-2011_12
ORD IDord-e79e016f86244967a113f59fa959a156
Source noteuspto-grants-2011_12