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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624018Generated: October 31, 2026

5,6-dimethoxy-1-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)indoline → 1-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amine

https://huagongshe.com/reaction/624018

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5,6-dimethoxy-1-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)indolineHCID 68283452—
CatalystAdams' catalystHCID 345198—
SolventEthanolHCID 702—
SolventMethanolHCID 887—
Product1-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amineHCID 68282778—

Reaction Steps

To a solution of 5,6-dimethoxy-1-(2-(4-nitro-1H-pyrazol-1-yl)ethyl)indoline (1.53 g, 4.81 mmol) in MeOH (50 mL), PtO2 (200 mg, 0.88 mmol) was added and the reaction mixture was stirred at rt under a H2-atmosphere for 1 h. The mixture was diluted with EtOH, filtered over celite and the filter cake was rinsed with MeOH. The filtrate was concentrated under reduced pressure to obtain 1-(2-(5,6-dimethoxyindolin-1-yl)ethyl)-1H-pyrazol-4-amine as a brown oil, which was used in the next step without further purification. LC-MS conditions B: tR=0.38 min, [M+H]+=289.18.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303023B2
Source datasetuspto-grants-2016_04
ORD IDord-2f49e3290d7e4904989bf2634b316758
Source noteuspto-grants-2016_04