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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079531Generated: October 31, 2026

Potassium Phosphate, Tribasic → 6-[4-(3-Hydroxypropoxy)-3-(trifluoromethyl)-phenyl]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile

https://huagongshe.com/reaction/2079531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant6-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrileHCID 57657534—
Reactant4-(3-Hydroxypropoxy)-3-(trifluoromethyl)phenylboronic acidHCID 57657535—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product6-[4-(3-Hydroxypropoxy)-3-(trifluoromethyl)-phenyl]-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrileHCID 57657537—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 6-chloro-1-methyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile (6 g), 4-(3-hydroxypropoxy)-3-(trifluoromethyl)phenylboronic acid (12.3 g), tris(dibenzylideneacetone)dipalladium (1.42 g), tricyclohexylphosphoine (1.05) and tribasic potassium phosphate (13.2 g) in dioxane (60 ml) and water (24 ml) was heated at 100° C. under N2 for 4 hours. The mixture was then diluted with ethyl acetate (400 ml) organic layer separated and solvent removed under reduced pressure, to the residue was then added methanol (50 ml), product crystalised out and collected by filtration (7.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932251B2
Source datasetuspto-grants-2011_04
ORD IDord-948c55288ff544a2929ae0c9353a87df
Source noteuspto-grants-2011_04