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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206244Generated: November 1, 2026

Ammonium Chloride → 4-methoxy-3-[4-(4-morpholinyl)phenyl]-1H-Pyrazolo[4,3-c]pyridine

https://huagongshe.com/reaction/2206244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant1-benzyl-4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridineHCID 117987800—
Solventdimethylsulfoxide THFHCID 21830753—
Product4-methoxy-3-[4-(4-morpholinyl)phenyl]-1H-Pyrazolo[4,3-c]pyridineHCID 11798783270.2%

Reaction Steps

To a solution of 1-benzyl-4-methoxy-3-(4-(morpholin-4-yl)phenyl)-1H-pyrazolo[4,3-c]pyridine (0.68 g) in DMSO/THF (10 mL/2.5 mL) was added potassium tert-butoxide (1.90 g) under ice-cooling. The reaction mixture was stirred at room temperature for 5 hr. The reaction mixture was added to saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether) to give the title compound (0.37 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371320B2
Source datasetuspto-grants-2016_06
ORD IDord-3a286283f627421aa5ff64ceca025aff
Source noteuspto-grants-2016_06