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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659936Generated: October 30, 2026

Water → 3-(4-Fluoro-phenyl)-6-methyl-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine

https://huagongshe.com/reaction/659936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDabcoHCID 9237—
Reactant(2-Chloro-5-methyl-pyridin-3-yl)-[2-(4-fluoro-phenyl)-1-pyridin-4-yl-ethylidene]-amineHCID 86643497—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
Product3-(4-Fluoro-phenyl)-6-methyl-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridineHCID 2510075096.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

6.15 g (18.1 mmoles) of (2-Chloro-5-methyl-pyridin-3-yl)-[2-(4-fluoro-phenyl)-1-pyridin-4-yl-ethylidene]-amine are dissolved in 100 mL of dimethylformamide under nitrogen. 6.4 g of DABCO (56 mmoles) and 610 mg of bis(triphenylphosphine)palladium dichloride are subsequently added to the reaction mixture which is stirred for 5 hours at 120° C. The cooled reaction mixture is then poured into water and extracted with ethyl acetate. The organic phase is washed with water and dried over magnesium sulfate. The solid residue after concentration is recrystallized into ethyl acetate to afford 5.3 g of 3-(4-Fluoro-phenyl)-6-methyl-2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine as a yellowish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084395B2
Source datasetuspto-grants-2011_12
ORD IDord-41e2392d557742a881815db385dda39f
Source noteuspto-grants-2011_12