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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573301Generated: October 29, 2026

Triphenylphosphine → 3-[4-{3-Bromo-1-(1-[{2-(trimethylsilyl)ethoxy}methyl]-1H-benzo[d]imidazol-2-yl)propyl}phenyl]-1-ethyl-1H-pyrazolo[4,3-b]pyridine

https://huagongshe.com/reaction/573301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantN-bromobutanimideHCID 67184—
ReactantSodium BicarbonateHCID 516892—
Reactant3-[4-(1-Ethyl-1H-pyrazolo[4,3-b]pyridin-3-yl)phenyl]-3-(1-[{2-(trimethylsilyl)ethoxy]methyl}-1H-benzo[d]imidazol-2-yl)propan-1-olHCID 86688971—
SolventDimethylformamideHCID 6228—
Product3-[4-{3-Bromo-1-(1-[{2-(trimethylsilyl)ethoxy}methyl]-1H-benzo[d]imidazol-2-yl)propyl}phenyl]-1-ethyl-1H-pyrazolo[4,3-b]pyridineHCID 8668897383.8%

Reaction Steps

To a solution of 3-{4-(1-ethyl-1H-pyrazolo[4,3-b]pyridin-3-yl)phenyl}-3-(1-[(2-(trimethylsilyl)ethoxy)methyl]-1H-benzo[d]imidazol-2-yl)propan-1-ol (80 mg) and PPh3 (43.7 mg) in DMF (2 mL) was added NBS (27.0 mg) at room temperature. The mixture was stirred at room temperature under a dry atmosphere for 1 h. The mixture was neutralized with saturated NaHCO3 aqueous solution at 0° C. and extracted with AcOEt. The organic layer was separated, washed with water and brine, dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/AcOEt) to give the title compound (75 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-4ccd111bbb8046ebbe19513a890ca7fd
Source noteuspto-grants-2015_05