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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192181Generated: October 30, 2026

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

https://huagongshe.com/reaction/2192181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
Reactant3-fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]anilineHCID 17979308—
SolventWaterHCID 962—
Product6-Chloro-N4-{3-fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]phenyl}pyrimidine-2,4-diamineHCID 11660984—

Reaction Steps

35 mg (0.14 mmol) of 3-fluoro-4-[(3-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)oxy]aniline and 24.5 mg (0.15 mmol) of 4,6-dichloropyrimidine-2-amine are suspended in 2.5 ml of water. 17 μl (0.18 mmol) of 37% strength hydrochloric acid are added, and the mixture is heated at reflux overnight. Using 1N aqueous sodium hydroxide solution, the pH is adjusted to 10, resulting in the precipitation of crystals. The crystals are filtered off with suction and purified by column chromatography on silica gel (mobile phase: dichloromethane:methanol (7N ammonia) 100:5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329716B2
Source datasetuspto-grants-2012_12
ORD IDord-b97f13b8cde14589be4e7a67a28a6c17
Source noteuspto-grants-2012_12