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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625245Generated: November 1, 2026

Potassium Carbonate → 3-Chloro-4-{3-isopropyl-4-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

https://huagongshe.com/reaction/1625245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-4-{4-chloro-3-isopropyl-1H-pyrazolo[3,4-b]pyridin-1-yl}benzonitrileHCID 67501223—
ReactantHCID 178478913HCID 178478913—
CatalystCopper oxideHCID 14829—
SolventDimethyl SulfoxideHCID 679—
SolventChloroformHCID 6212—
Product3-Chloro-4-{3-isopropyl-4-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamideHCID 6750172818%

Reaction Conditions

Temperature120 °C

Reaction Steps

Compound (99a) (0.18 g) was dissolved in DMSO (2.1 mL), and potassium carbonate (0.3 g), copper(II) oxide (nanopowder) (0.086 g), and 4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazole hydrochloride (0.13 g) were added to the resulting solution, followed by stirring at 120° C. for 48 hr. The reaction solution was diluted with chloroform, and insoluble matters were filtered by celite. The solvent was distilled away, and the residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain compound (99) (0.045 g, 18%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779142B2
Source datasetuspto-grants-2014_07
ORD IDord-04cb45c77d654a45aa3ea1de5b434c31
Source noteuspto-grants-2014_07