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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2252468Generated: October 27, 2026

Tetrahydrofuran → ethyl 1-(2-aminoethyl)-1H-indazole-5-carboxylate

https://huagongshe.com/reaction/2252468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantHydrazineHCID 9321—
ReactantEthyl 1-[2-(1,3-dioxoisoindolin-2-yl)ethyl]-1H-indazole-5-carboxylateHCID 10832532—
SolventTetrahydrofuran ethanolHCID 21873804—
Productethyl 1-(2-aminoethyl)-1H-indazole-5-carboxylateHCID 10585718—

Reaction Steps

Ethyl 1-[2-(1,3-dioxoisoindolin-2-yl)ethyl]-1H-indazole-5-carboxylate (step A, 980 mg, 2.7 mmol) was dissolved in ethanol/THF (1:1, 35 mL) under nitrogen. Hydrazine (365 uL) was added and the reaction stirred 17 hours. THF (75 mL) was added and the resulting solids were filtered off. The filtrate was concentrated to an orange solid, which was purified by flash chromatography (dichoromethane/5% methanol/0.5% triethylamine). The product fractions were combined and concentrated to an orange solid (404 mg, 66%). LRMS (ES): 234.1 ([M+H]+, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07321045B2
Source datasetuspto-grants-2008_01
ORD IDord-f0d6551c9f1d4c0382ffe7a430945bdc
Source noteuspto-grants-2008_01