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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192186Generated: October 30, 2026

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

https://huagongshe.com/reaction/2192186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant4-[(3-Ethyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoroanilineHCID 59741000—
SolventWaterHCID 962—
Product6-Chloro-N4-{4-[(3-ethyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluorophenyl}pyrimidine-2,4-diamineHCID 11639894—

Reaction Steps

50 mg (0.18 mmol) of 4-[(3-ethyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoroaniline and 32 mg (0.19 mmol) of 4,6-dichloropyrimidine-2-amine are suspended in 5 ml of water. 27 μl of 37% strength hydrochloric acid are added, and the mixture is heated at reflux overnight. Using 1N aqueous sodium hydroxide solution, the pH is then adjusted to 10, resulting in the precipitation of crystals. The crystals are filtered off with suction and purified by preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329716B2
Source datasetuspto-grants-2012_12
ORD IDord-d058f112d172470b8e92dd04427dcc82
Source noteuspto-grants-2012_12