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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192183Generated: October 29, 2026

Hydrochloric Acid → 6-Chloro-N4-{4-[(3-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}pyrimidine-2,4-diamine

https://huagongshe.com/reaction/2192183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant3-fluoro-4-[(3-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]anilineHCID 59741016—
SolventWater ethanolHCID 19096565—
Product6-Chloro-N4-{4-[(3-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}pyrimidine-2,4-diamineHCID 11524260—

Reaction Steps

67 mg (0.24 mmol) of 3-fluoro-4-[(3-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]aniline and 40 mg (0.24 mmol) of 4,6-dichloropyrimidine-2-amine are suspended in 4 ml of water/ethanol 1:1. 25 μl (0.29 mmol) of 37% strength hydrochloric acid are added, and the mixture is heated at reflux overnight. Using 1N aqueous sodium hydroxide solution, the pH is adjusted to 7 and the mixture is extracted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated. The residue is purified by preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329716B2
Source datasetuspto-grants-2012_12
ORD IDord-7207ff13af274f59abc1da01c38d75ab
Source noteuspto-grants-2012_12