Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572175Generated: November 1, 2026

Dimethylformamide → 3-Ethyl-1-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-1H-pyrazolo[3,4-b]pyridine

https://huagongshe.com/reaction/572175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-chloro-1-methyl-1H-1,3-benzodiazoleHCID 663080—
Reactant4-(3-Ethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)phenolHCID 86704983—
SolventMethanolHCID 887—
Product3-Ethyl-1-{4-[(1-methyl-1H-benzimidazol-2-yl)oxy]phenyl}-1H-pyrazolo[3,4-b]pyridineHCID 8670498454%

Reaction Conditions

Temperature180 °C

Reaction Steps

To a mixture of 4-(3-ethyl-1H-pyrazolo[3,4-b]pyridin-1-yl)phenol (120 mg), sodium hydride (60% in oil, 21.0 mg) and DMF (5.0 ml) was added 2-chloro-1-methyl-1H-benzimidazole (84 mg), and the mixture was stirred under microwave irradiation at 180° C. for 1 hr. The reaction mixture was diluted with methanol, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029388B2
Source datasetuspto-grants-2015_05
ORD IDord-93ba427892354122881a57cf2b08f8e0
Source noteuspto-grants-2015_05