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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1003159Generated: October 25, 2026

Dimethylformamide → 4-Chloro-1-(5-trifluoromethyl-2-pyridyl) indazole N-Oxide

https://huagongshe.com/reaction/1003159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-1H-indazoleHCID 393037—
Reactant2-Chloro-5-(trifluoromethyl)pyridine 1-oxideHCID 15448342—
SolventSodium chloride; waterHCID 57417360—
Product4-Chloro-1-(5-trifluoromethyl-2-pyridyl) indazole N-OxideHCID 8675527573%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2-chloro-5-trifluoromethylpyridine N-Oxide (1.8 g, 0.009 mol), 4-chloroindazole (1.1 g, 0.007 mol), anhydrous potassium carbonate (1.5 g, 0.0105 mol) and dimethylformamide (20 ml) was stirred and warmed to 70° C. Within 1 hour the reaction was complete based on thin-layer chromatographic analysis. The solution was poured into brine (300 ml) and the precipitate was collected by suction filtration and was washed with water until the filtrate was clear. The brick-red solid was air dried to yield 1.6 g (73%) of the desired product, m.p. 154° C. (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06046136
Source datasetuspto-grants-2000_04
ORD IDord-6d746c0159184ce5b3ffeb1e4d5b6e07
Source noteuspto-grants-2000_04