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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240264Generated: October 29, 2026

Methanol → N4-[3-Fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)phenyl]-6-(trifluoromethyl)pyrimidine-2,4-diamine

https://huagongshe.com/reaction/2240264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactant4-Chloro-6-(trifluoromethyl)pyrimidin-2-amineHCID 13086907—
Reactant3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)anilineHCID 59305033—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
ProductN4-[3-Fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)phenyl]-6-(trifluoromethyl)pyrimidine-2,4-diamineHCID 59305029—

Reaction Steps

32 mg (0.11 mmol) of 3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-ylmethyl)aniline and 26 mg (0.12 mmol) of 4-chloro-6-(trifluoromethyl)pyrimidine-2-amine are suspended in 5 ml of water and 0.07 ml of 2N hydrochloric acid. The reaction mixture is heated at reflux for 20 hours. After cooling, the mixture is made alkaline using dilute aqueous sodium hydroxide solution, a little methanol is added and the mixture is extracted with ethyl acetate. The extract is dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723347B2
Source datasetuspto-grants-2010_05
ORD IDord-84a9ae195727482ba5a945629d9c773d
Source noteuspto-grants-2010_05