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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573271Generated: October 28, 2026

Hydrochloric Acid → 3-[4-(1H-Benzimidazol-2-yloxy)phenyl]-1-ethyl-1H-pyrazolo[4,3-b]pyridine

https://huagongshe.com/reaction/573271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1-Ethyl-3-{4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]phenyl}-1H-pyrazolo[4,3-b]pyridineHCID 86688957—
SolventEthanolHCID 702—
Product3-[4-(1H-Benzimidazol-2-yloxy)phenyl]-1-ethyl-1H-pyrazolo[4,3-b]pyridineHCID 6672813678.8%

Reaction Steps

A mixture of 1-ethyl-3-{4-[(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-benzimidazol-2-yl)oxy]phenyl}-1H-pyrazolo[4,3-b]pyridine (510 mg), 6 M HCl aqueous solution (5 mL), and EtOH (5 mL) was refluxed for 2 h. The reaction mixture was poured into 1 M NaOH aqueous solution and extracted with AcOEt. The extract was washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was washed with hexane/AcOEt (1/1) and recrystallized from MeOH to give the title compound (294 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-9a529bc796084ec299f14e48d4562dc6
Source noteuspto-grants-2015_05