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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 730433Generated: October 30, 2026

Hydrochloric Acid → 1-[Bis(4-fluorophenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

https://huagongshe.com/reaction/730433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetylacetoneHCID 31261—
ReactantSodium BicarbonateHCID 516892—
Reactant5-Amino-1-[bis(4-fluorophenyl)methyl]-1H-pyrrole-3-carbonitrileHCID 23074648—
SolventEthanolHCID 702—
Product1-[Bis(4-fluorophenyl)methyl]-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrileHCID 69062595—

Reaction Steps

To a solution of 5-amino-1-[bis(4-fluorophenyl)methyl]-1H-pyrrole-3-carbonitrile (13.9 g, 45.1 mmol) in ethanol (200 ml) was sequentially added acetylacetone (5.02 g, 50.2 mmol) and concentrated hydrochloric acid (2.0 ml). The mixture was heated under reflux for 3 hours, poured into saturated sodium bicarbonate solution and extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to give the objective product as a solid material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582651B2
Source datasetuspto-grants-2009_09
ORD IDord-b681d3b3533d4b5ca9ac20453ac36437
Source noteuspto-grants-2009_09