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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240271Generated: October 29, 2026

Hydrochloric Acid → 4-{4-[(2-Aminopyrimidin-4-yl)amino]-2-fluorobenzyl}-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

https://huagongshe.com/reaction/2240271

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-4-chloropyrimidineHCID 223332—
Reactant4-(4-Amino-2-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrileHCID 59304978—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-{4-[(2-Aminopyrimidin-4-yl)amino]-2-fluorobenzyl}-1H-pyrrolo[2,3-b]pyridine-3-carbonitrileHCID 59305019—

Reaction Steps

120 mg (0.45 mmol) of 4-(4-amino-2-fluorobenzyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile and 64 mg (0.50 mmol) of 4-chloropyrimidine-2-amine are suspended in 4 ml of water, 2 ml of ethanol and 0.23 ml of 4N hydrochloric acid. The reaction mixture is heated at reflux for 2 hours. After cooling, the mixture is made alkaline using dilute aqueous sodium hydroxide solution, a little methanol is added, the mixture is extracted with ethyl acetate and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC. This gives crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723347B2
Source datasetuspto-grants-2010_05
ORD IDord-c6c9deb4542e448984c26726e7c59de9
Source noteuspto-grants-2010_05