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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334426Generated: October 30, 2026

Sodium Carbonate → HCID 68276348, compound

https://huagongshe.com/reaction/334426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
Reactanttert-Butyl 4-bromo-2-nitrobenzoateHCID 26369829—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 68276348HCID 6827634882%

Reaction Conditions

Temperature100 °C

Reaction Steps

1.67 g of bis(triphenylphosphine)palladium(II)chloride (2.38 mmol) and 15.8 g of sodium carbonate (149 mmol) are added to a solution of 18 g of tert-butyl 4-bromo-2-nitrobenzoate (59.6 mmol) and 10.98 g of pyridine-4-ylboronic acid (89 mmol) in a mixture of 200 ml of dimethoxyethane and 100 mL of water. The reaction medium is heated at 100° C. for 24 hours and then concentrated under reduced pressure. The residue obtained is purified by flash chromatography (CH2Cl2/AcOEt: 100:0 to 70:30, 30 min) The product is isolated in the form of an oil which crystallizes to yield 14.64 g (82%) of crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883821B2
Source datasetuspto-grants-2014_11
ORD IDord-866f3798a73a4c18bb099775fa426c91
Source noteuspto-grants-2014_11