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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16442Generated: October 25, 2026

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

https://huagongshe.com/reaction/16442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant3-Fluoro-4-(1H-indazol-4-yloxy)anilineHCID 17979339—
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-indazol-4-yloxy)phenyl]amineHCID 17979321—

Reaction Steps

45 mg (0.19 mmol) of 3-fluoro-4-(1H-indazol-4-yloxy)aniline (from example XXVI) and 40.1 mg (0.19 mmol) of 4-chloro-6-(4-pyridinyl)-2-pyrimidineamine (from example XXIX) are suspended in 2 ml of water, and 27 μl of concentrated hydrochloric acid are added. The reaction mixture is heated at reflux overnight, resulting in the formation of a brown precipitate. Using 1N sodium hydroxide solution, the suspension is adjusted to pH 10. The precipitate is filtered off from the aqueous phase, and the filtrate is discarded. The crude product is purified by HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737153B2
Source datasetuspto-grants-2010_06
ORD IDord-5dc6926c1ddd4da8b216c5ac71a1cc61
Source noteuspto-grants-2010_06