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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610106Generated: October 30, 2026

Hydrochloric Acid → N-Ethyl-N'-[3-(3-fluorophenyl)-1H-5-indazolyl]urea

https://huagongshe.com/reaction/1610106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl isocyanateHCID 8022—
ReactantSodium BicarbonateHCID 516892—
Reactant1h-Indazole-1-carboxylic acid,5-amino-3-(3-fluorophenyl)-,1,1-dimethylethyl esterHCID 22260624—
SolventTetrahydrofuranHCID 8028—
ProductN-Ethyl-N'-[3-(3-fluorophenyl)-1H-5-indazolyl]ureaHCID 23589670—

Reaction Steps

To a solution of 50 mg of tert-butyl 5-amino-3-(3-fluorophenyl)-1H-1-indazolecarboxylate produced in Production Example I-26 in 5.ml tetrahydrofuran was added 0.015 ml of ethyl isocyanate, and the mixture was stirred at room temperature for 2 hours. After the completion of the reaction, to the reaction mixture was added with 1 ml of 5 N hydrochloric acid and the mixture was stirred for further 1 hour. To the reaction mixture was added an aqueous sodium hydrogencarbonate solution, and the mixture was extracted with ethyl acetate. The extract was sequentially washed with water, dried over anhydrous magnesium sulfate and the solvent was evaporated. To the residue was added diisopropyl ether, and the mixture was filtered, to give 28 mg of the title compound as a colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06982274B2
Source datasetuspto-grants-2006_01
ORD IDord-494023cb7e584e32a98b1d985b3c800e
Source noteuspto-grants-2006_01