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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16437Generated: October 25, 2026

Hydrochloric Acid → N-[2-Amino-6-chloro-4-pyrimidinyl]-N-[3-fluoro-4-(1H-indazol-5-yloxy)phenyl]amine

https://huagongshe.com/reaction/16437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Amino-4,6-dichloropyrimidineHCID 65522—
ReactantSodium BicarbonateHCID 516892—
Reactant5-(4-Amino-2-fluorophenoxy)-1H-indazoleHCID 17979271—
SolventWaterHCID 962—
ProductN-[2-Amino-6-chloro-4-pyrimidinyl]-N-[3-fluoro-4-(1H-indazol-5-yloxy)phenyl]amineHCID 17979350—

Reaction Conditions

Temperature100 °C

Reaction Steps

1.65 g (6.78 mmol) of 5-(4-amino-2-fluorophenoxy)-1H-indazole (from example XII) are suspended in 90 ml of water. 1.11 g (6.78 mmol) of 4,6-dichloro-2-pyrimidineamine and 0.68 ml of concentrated aqueous hydrogen chloride solution are added, and the mixture is stirred at 100° C. overnight. For work-up, the reaction solution is made alkaline with saturated sodium bicarbonate solution and extracted 3× with ethyl acetate. The organic phase is dried with sodium sulfate and concentrated using a rotary evaporator.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737153B2
Source datasetuspto-grants-2010_06
ORD IDord-f49be5af1312475ea5319a61adc24c3e
Source noteuspto-grants-2010_06