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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16439Generated: October 25, 2026

Hydrochloric Acid → N-[2-Amino-6-(4-pyridinyl)-4-pyrimidinyl]-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amine

https://huagongshe.com/reaction/16439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
Reactant4-((1H-Pyrrolo[2,3-B]pyridin-4-YL)oxy)-3-fluoroanilineHCID 16037965—
Reactant4-Chloro-6-(pyridin-4-yl)pyrimidin-2-amineHCID 22324286—
SolventWaterHCID 962—
ProductN-[2-Amino-6-(4-pyridinyl)-4-pyrimidinyl]-N-[3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amineHCID 17979306—

Reaction Conditions

Temperature100 °C

Reaction Steps

55.6 mg (230 μmol) of 3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)aniline (from example XIX) are suspended in 5 ml of water. 47.2 mg (230 μmol) of 4-chloro-6-(4-pyridinyl)-2-pyrimidineamine (from example XXIX) and 0.01 ml of concentrated hydrochloric acid are added, and the mixture is stirred at 100° C. overnight. For work-up, the reaction solution is made alkaline using saturated sodium bicarbonate solution and extracted 3× with ethyl acetate, and the extracts are dried over sodium sulfate and concentrated using a rotary evaporator. The residue is purified by preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737153B2
Source datasetuspto-grants-2010_06
ORD IDord-3a76c860ad024c04852f4e10effe1bbe
Source noteuspto-grants-2010_06