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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171239Generated: October 29, 2026

Triethylamine → HCID 89666819, compound

https://huagongshe.com/reaction/2171239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantAmmonium ChlorideHCID 25517—
Reactant3-Amino-5-nitroindazoleHCID 3136655—
ReactantCarbonic acid, bis(1,1-dimethylethyl) esterHCID 10219638—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89666819HCID 8966681979.5%

Reaction Steps

Di-tert-butyl carbonate (1.76 g), triethylamine (1.13 ml), and DMAP (10 mg) were added to a THF (8.2 ml) solution containing 5-nitro-1H-indazol-3-amine (1.45 g) under ice cooling, followed by stirring for 20 minutes. A saturated ammonium chloride aqueous solution was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were extracted with water and saturated saline and dried over sodium sulfate and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane:ethyl acetate=1:0 to 3:2) and a yellow solid of tert-butyl (5-nitro-1H-indazol-3-yl)carbamate (1.8 g) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051310B2
Source datasetuspto-grants-2015_06
ORD IDord-ba7c7df954f84b2da183219df764bc5d
Source noteuspto-grants-2015_06