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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16443Generated: October 29, 2026

Hydrochloric Acid → N4-{3-Fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]phenyl}-6-pyridin-4-ylpyrimidine-2,4-diamine

https://huagongshe.com/reaction/16443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium CarbonateHCID 10340—
Reactant3-fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]anilineHCID 17979308—
Reactant4-Chloro-6-(pyridin-4-yl)pyrimidin-2-amineHCID 22324286—
SolventWaterHCID 962—
ProductN4-{3-Fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]phenyl}-6-pyridin-4-ylpyrimidine-2,4-diamineHCID 58733258—

Reaction Conditions

Temperature100 °C

Reaction Steps

10 mg (0.04 mmol) of {3-fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]-phenyl}amine (from example XLII) and 8.40 mg (0.04 mmol) of 4-chloro-6-(4-pyridinyl)-2-pyrimidineamine (from example XXIX) are suspended in 1.5 ml of water. 5.6 μl 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 carbonate solution and extracted three times 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-c210fbf63d5c4248acc23aa900f18f78
Source noteuspto-grants-2010_06