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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975947Generated: November 3, 2026

Sodium Carbonate → HCID 22000072, compound

https://huagongshe.com/reaction/1975947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Methylphenyl boronic acidHCID 2733267—
Reactant4-Pyridinamine,3-bromo-N-methyl-(9CI)HCID 13098201—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 22000072HCID 2200007212.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 1.26 g (6.75 mmol) (3-bromo-pyridin-4-yl)-methyl-amine, 13 ml toluene, 7 ml 2 N sodium carbonate solution, 234 mg (0.203 mmol) tetrakis(triphenylphosphine)palladium(0) and 1.01 g (7.43 mmol) o-tolylboronic acid was heated under argon at 80° C. for 12 h. After cooling to room temperature, the aqueous phase was separated and washed twice with toluene. The combined organic layers were washed with brine, dried (sodium sulfate) and evaporated. The residue was purified by flash chromatography to yield 164 mg (12%) of the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225316B1
Source datasetuspto-grants-2001_05
ORD IDord-9fd4d0ac23ed4665bf601f1c4dbb1fb5
Source noteuspto-grants-2001_05