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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706734Generated: October 26, 2026

Dimethylformamide → 1-benzyl-4-nitro-1H-indazole

https://huagongshe.com/reaction/706734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-NitroindazoleHCID 18057—
SolventWaterHCID 962—
Product1-benzyl-4-nitro-1H-indazoleHCID 21327256—

Reaction Steps

4-Nitro-1H-indazole (1.0 g, 6.13 mmol) and potassium carbonate (1.69 g, 12.3 mmol) were added to DMF and stirred at room temperature overnight. Water (50 mL) was added and the product was extracted with ethyl acetate and dried over magnesium sulfate. Crude, brown solid was purified on silica gel using hexanes/ethyl acetate. First isolated peak (730 mg) was the desired 1-benzyl regio-isomer, as confirmed by NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174981B2
Source datasetuspto-grants-2015_11
ORD IDord-ded6653aca5c4fcf9e0eb193b99b5d5a
Source noteuspto-grants-2015_11