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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347532Generated: October 30, 2026

Ethylenediamine → 3-Fluoro-4-(2-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamine

https://huagongshe.com/reaction/347532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylenediamineHCID 3301—
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant3-Fluoro-4-(2-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamineHCID 21081604—
SolventTetrahydrofuranHCID 8028—
Product3-Fluoro-4-(2-(pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamineHCID 2108160592.1%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 3-fluoro-4-(2-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-4-yloxy)benzenamine (275 mg, 0.61 mmol), tetrabutylammonium fluoride (1 M in THF, 4 mL), and 1,2-diaminoethane (0.2 mL) in THF (4 mL) was heated at 65° C. for 24 h. The solvent was removed in vacuo. The residue was purified by flash column chromatography (silica gel, 5% MeOH/EtOAc) to afford the desired product (180 mg, 92%) as a yellow solid. LC/MS(ESI+) m/z 321 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07173031B2
Source datasetuspto-grants-2007_02
ORD IDord-fb548f6589164809baaf4402f43bf04d
Source noteuspto-grants-2007_02