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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240262Generated: October 30, 2026

Hydrochloric Acid → N4-[3-Fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)phenyl]-6-pyridin-4-ylpyrimidine-2,4-diamine

https://huagongshe.com/reaction/2240262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant4-Chloro-6-(pyridin-4-yl)pyrimidin-2-amineHCID 22324286—
Reactant2-Fluoro-N-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)benzene-1,4-diamineHCID 59304994—
SolventWaterHCID 962—
ProductN4-[3-Fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylamino)phenyl]-6-pyridin-4-ylpyrimidine-2,4-diamineHCID 59305003—

Reaction Steps

70 mg (0.19 mmol) of 2-fluoro-N1-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-4-yl)benzene-1,4-diamine and 41 mg (0.20 mmol) of 4-chloro-6-pyridin-4-ylpyrimidine-2-amine are suspended in 2.5 ml of water. 27 μl (0.28 mmol) of a 37% strength hydrochloric acid solution are then added, and the mixture is heated under reflux overnight. Using 1N aqueous sodium hydroxide solution, the suspension is then adjusted to pH 10, resulting in the precipitation of crystals. The solid is filtered off, washed with a little water and then dissolved in DMSO and purified by preparative RP-HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723347B2
Source datasetuspto-grants-2010_05
ORD IDord-5cc0206e89cc402f8475de9689c0b35f
Source noteuspto-grants-2010_05