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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672161Generated: October 30, 2026

Triethylamine → HCID 67336209, compound

https://huagongshe.com/reaction/1672161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1H-Indazol-5-amineHCID 88012—
ReactantEthyl 1-bromocyclobutanecarboxylateHCID 97595—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
ProductHCID 67336209HCID 6733620917.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1H-indazol-5-ylamine (5.0 g, 37.6 mmol), ethyl 1-bromocyclobutane carboxylate (7.78 g, 6.08 mL, 37.6 mmol) and triethylamine (7.60 g, 10.5 mL, 75.1 mmol) in ethanol (5 mL) was heated at 100° C. for 3 days, then at 140° C. for 2 days. The reaction mixture was cooled to ambient temperature, and after 7 days the mixture was diluted with DCM (50 mL) and filtered. The filtrate was concentrated in vacuo then purified by chromatography (silica, 2 to 10% of a 9:1 MeOH:NH4OH solution in DCM) to give 1-(1H-indazol-5-ylamino)-cyclobutanecarboxylic acid ethyl ester (1.68 g, 6.49 mmol, 17%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998963B2
Source datasetuspto-grants-2011_08
ORD IDord-dc4aaaf3f78943f8886051a335932779
Source noteuspto-grants-2011_08