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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503132Generated: October 25, 2026

Diethyl Ether → 1h-Indazole-1-carboxylic acid,5-(azidomethyl)-3-(3-fluorophenyl)-,1,1-dimethylethyl ester

https://huagongshe.com/reaction/503132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium AzideHCID 33557—
Reactant1h-Indazole-1-carboxylic acid,5-(chloromethyl)-3-(3-fluorophenyl)-,1,1-dimethylethyl esterHCID 22260616—
SolventDimethyl SulfoxideHCID 679—
Product1h-Indazole-1-carboxylic acid,5-(azidomethyl)-3-(3-fluorophenyl)-,1,1-dimethylethyl esterHCID 2226087393.5%

Reaction Steps

To a solution of 600 mg of tert-butyl 5-(chloromethyl)-3-(3-fluorophenyl)-1H-1-indazolecarboxylate produced in Production Example I-24-b in 4 ml dimethyl sulfoxide was added 162 mg of sodium azide, and the mixture was stirred at room temperature for 50 minutes. To the reaction mixture was added 25 ml of diethyl ether. The mixture was sequentially washed with water (×3) and brine, dried over anhydrous magnesium sulfate and the solvent was evaporated, to give 571 mg of the title compound as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776890B2
Source datasetuspto-grants-2010_08
ORD IDord-094a3b4006c0461ba536ac5abb32374a
Source noteuspto-grants-2010_08