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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 659941Generated: October 30, 2026

4-Acetylpyridine → HCID 53758566, compound

https://huagongshe.com/reaction/659941

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AcetylpyridineHCID 14282—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
ReactantAmmonium ChlorideHCID 25517—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Chloro-3-pyridylamineHCID 80528—
CatalystBis(tri-tert-butylphosphine)palladium(0)HCID 2734558—
SolventAcetic AcidHCID 176—
SolventDimethylacetamideHCID 31374—
ProductHCID 53758566HCID 5375856658.9%

Reaction Conditions

Temperature140 °C

Reaction Steps

Into 12 mL dimethylacetamide are added 240 mg (2 mmoles) of anhydrous magnesium sulfate, 1.3 mL (12 mmoles) of 4-acetyl pyridine, 515 mg (4 mmoles) of 3-amino-2-chloropyridine and 0.3 mL of acetic acid. The resulting suspension is kept under argon. Then 1.1 g (5.2 mmoles) of potassium phosphate and 202 mg (0.4 mmole) of bis-(tri-t-butylphosphine) palladium are added to the reaction mixture which is then sealed in its reaction vessel and stirred at 140° C. for 10 hours. The reaction mixture is poured into ammonium chloride solution and extracted with ethyl acetate. The organic phase is washed with water and dried over magnesium sulfate. The solid residue after concentration is purified by chromatography on silica gel (ethylacetate/methanol 9/1) to give 460 mg 2-pyridin-4-yl-1H-pyrrolo[3,2-b]pyridine as brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084395B2
Source datasetuspto-grants-2011_12
ORD IDord-ad5b7674ebdf403c9f8b1e6b6a2706b0
Source noteuspto-grants-2011_12