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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406728Generated: October 30, 2026

Pyrazole → 7-nitro-3-(1H-pyrazol-1-yl)quinoline

https://huagongshe.com/reaction/2406728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrazoleHCID 1048—
ReactantCesium carbonateHCID 10796—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
ReactantN,N,2-trimethylaziridine-1-carboxamideHCID 11007919—
Reactant3-Iodo-7-nitroquinolineHCID 68618821—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
Product7-nitro-3-(1H-pyrazol-1-yl)quinolineHCID 6861882499.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

Pyrazole (20 mg), trans-N,N′-dimethylcyclohexane-1,2-diamine (24 μl), copper iodide (14 mg), and cesium carbonate (73 mg) were added to an N,N-dimethylpropyleneurea (2 ml) solution containing 3-iodo-7-nitroquinoline (45 mg), followed by stirring at 70° C. for 2.5 hours in a nitrogen atmosphere. Water was added to the reaction solution, an insoluble precipitate was purified by silica gel chromatography (n-hexane:ethyl acetate=1:0 to 0:1), and a light yellow solid of 7-nitro-3-(1H-pyrazol-1-yl)quinoline (36 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809371B2
Source datasetuspto-grants-2014_08
ORD IDord-44c1f2a78d6b49e2b45dd94c6c7d20a0
Source noteuspto-grants-2014_08