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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171216Generated: November 2, 2026

Dimethylformamide → HCID 89666806, compound

https://huagongshe.com/reaction/2171216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-Bromoethyl methyl etherHCID 80972—
ReactantHCID 72207560HCID 72207560—
CatalystTetrabutylammonium IodideHCID 67553—
SolventWaterHCID 962—
ProductHCID 89666806HCID 89666806—

Reaction Conditions

Temperature100 °C

Reaction Steps

3-Methoxy-5-nitro-1H-indazole (97 mg), 1-bromo-2-methoxyethane (70 μl, and TBAI (2 mg) were added to a DMF (1 ml) suspension containing sodium hydride (60% in oil) (24 mg) under ice cooling, followed by stirring at 100° C. for 1 hour. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were washed with water and saturated saline and dried over anhydrous sodium sulfate. Then, the solvent was distilled away under reduced pressure, and the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 1:1). A 3-methoxy-1-(2-methoxyethyl)-5-nitro-1H-indazole (50 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051310B2
Source datasetuspto-grants-2015_06
ORD IDord-b9fb69d30fba4eea9da58af908d7bc33
Source noteuspto-grants-2015_06