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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178736Generated: October 30, 2026

Sodium Carbonate → HCID 64136414, compound

https://huagongshe.com/reaction/2178736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-2-methoxyphenylboronic acidHCID 2735751—
Reactant2-Amino-5-chloro-3-iodopyridineHCID 11076010—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 64136414HCID 6413641446%

Reaction Steps

Mixture of 5-chloro-2-methoxyphenylboronic acid (5.0 g, 26.8 mmol), 5-chloro-3-iodopyridin-2-amine (6.83 g, 26.8 mmol), sodium carbonate (8.53 g, 80.5 mmol in 50 mL of water), Pd(PPh3)4 (621 mg, 2 mol. %) and 100 mL of toluene was refluxed overnight under N2. reaction mixture was cooled down to room temperature, organic layer was separated and concentrated in vacuum. The residue was subjected to column chromatography on silica gel with hexane/ethyl acetate gradient mixture as eluent, providing 3.3 g (46% yield) of 5-chloro-3-(5-chloro-2-methoxyphenyl)pyridin-2-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067947B2
Source datasetuspto-grants-2015_06
ORD IDord-e9e4ed6f986f475eb04a283e97d0301b
Source noteuspto-grants-2015_06