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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848587Generated: October 30, 2026

Sodium periodate → 3-(2-{[4-Chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-propionic acid

https://huagongshe.com/reaction/1848587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium periodateHCID 23667635—
Reactant4-chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-N-[2-(3-hydroxy-propoxy)-phenyl]-N-methyl-benzamideHCID 68602740—
CatalystRuthenium trichlorideHCID 61850—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventDichloromethaneHCID 6344—
Product3-(2-{[4-Chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-propionic acidHCID 68602757—

Reaction Steps

To a mixture of 4-chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-N-[2-(3-hydroxy-propoxy)-phenyl]-N-methyl-benzamide 9-1 (30 mg, 0.07 mmol) in acetonitile (0.25 mL) and dichloromethane (0.25 mL), a solution of sodium periodate (40 mg, 0.19 mmol) in water (0.4 mL) was added followed by ruthenium (III) chloride (2 mg, 0.0096 mmol). The mixture was stirred 15 min, diluted with MeOH, stirred for 15 min and filtered. The filtrate was purified by prep. LCMS to yield 3-(2-{[4-chloro-3-(6-cyano-4-methyl-pyridin-3-yl)-benzoyl]-methyl-amino}-phenoxy)-propionic acid 11-1. MS [M+H]+: 449.8; tR=6.76 min. (method 2)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952161B2
Source datasetuspto-grants-2015_02
ORD IDord-7c0b59d51ca949ebbf435576fd6f771c
Source noteuspto-grants-2015_02