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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1381306Generated: October 26, 2026

Dimethylformamide → 1H-Indazol-3-amine, N-(2-(1-piperidinyl)ethyl)-

https://huagongshe.com/reaction/1381306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1H-indazol-3-amineHCID 13399—
Reactant1-(2-Bromoethyl)piperidine hydrobromideHCID 12440783—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product1H-Indazol-3-amine, N-(2-(1-piperidinyl)ethyl)-HCID 306804256%

Reaction Conditions

Temperature80 °C

Reaction Steps

4.0 g of 3-aminoindazole prepared by the method described in C. E. KWARTLER et. al., J. Am. Chem. Soc., 65, 1804 (1943), 8.18 g of 1-(2-bromoethyl)piperidine hydrobromide obtained from Referential Example 1, 8.28 g of anhydrous potassium carbonate and 80 ml of dried N,N-dimethylformamide were mixed and stirred for 24 hours at 80° C. After the reaction mixture was condensed under reduced pressure, 100 ml of chloroform and 50 ml of water were added to the condensed residue. Then the chloroform layer was separated, dried with anhydrous sodium sulfate and chloroform was removed under reduced pressure. The residue thus obtained was subjected to alumina-column chromatography (alumina: 200 g) using chloroform as the solvent to give 4.09 g of 3-(2-piperidinoethylamino)indazole in a yield of 56%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04585869
Source datasetuspto-grants-1986_04
ORD IDord-bb2e4639577d43e59871f75f0f398574
Source noteuspto-grants-1986_04