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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634547Generated: October 29, 2026

Water → 3-(5-Chloro-2-methoxyphenyl)pyridin-4-amine

https://huagongshe.com/reaction/634547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Amino-3-iodopyridineHCID 1516510—
Reactant5-Chloro-2-methoxyphenylboronic acidHCID 2735751—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventTolueneHCID 1140—
Product3-(5-Chloro-2-methoxyphenyl)pyridin-4-amineHCID 50967004—

Reaction Steps

3-iodopyridin-4-amine (2.2 g, 10 mmol), (5-chloro-2-methoxyphenyl)boronic acid (1.86 g, 10 mmol) and, and K2CO3 (4.2 g, 30 mmol) were mixed in 50 mL of toluene, 5 mL of deionized water and 5 mL of ethanol. To the solution was bubbled with nitrogen for 15 min. Pd(PPh3)4 (0.23 g, 0.2 mmol) was then added. The mixture was refluxed overnight under nitrogen. After cooling, the aqueous layer was removed and the organic layer was then concentrated. The residue was then purified by column chromatography using ethyl acetate as the eluent. 2.0 g (85%) of product was collected as the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09324949B2
Source datasetuspto-grants-2016_04
ORD IDord-638d4d080b8c4ebf93b1589b2afe3f2d
Source noteuspto-grants-2016_04