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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610073Generated: October 30, 2026

Diazomethane → Methyl 1H-indazole-5-carboxylate

https://huagongshe.com/reaction/1610073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant1H-Indazole-5-carboxylic acidHCID 4248454—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 1H-indazole-5-carboxylateHCID 22260640—

Reaction Steps

Under ice-cooling, to a solution of 910 mg of 1H-5-indazolecarboxylic acid in 60 ml tetrahydrofuran was added an excess amount of a solution of diazomethane in diethyl ether, and the mixture was stirred at the same temperature for 1 hour. After removing the solvent by distillation, the residue was added with 50 ml of ethyl acetate, sequentially washed with saturated aqueous sodium hydrogencarbonate solution and brine, dried over anhydrous magnesium sulfate and the solvent was evaporated, to give 923 mg of the title compound as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06982274B2
Source datasetuspto-grants-2006_01
ORD IDord-471cb99625bd4c25a1d7c5624abe21a9
Source noteuspto-grants-2006_01