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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 551424Generated: October 25, 2026

Potassium Carbonate → 6-Methyl-1-phenyl-1H-indazol-4-amine

https://huagongshe.com/reaction/551424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantIodobenzeneHCID 11575—
Reactanttrans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 2733821—
Reactant6-Methyl-1H-indazol-4-amineHCID 19354428—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
Product6-Methyl-1-phenyl-1H-indazol-4-amineHCID 2493805930.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

6-Methyl-1H-indazol-4-amine (75 mg, 0.51 mmol) and iodobenzene (104 mg, 0.51 mmol) were dissolved in DMF (0.55 ml) in a microwave tube. Copper (I) iodide (19 mg, 0.1 mmol), trans-N,N′-dimethyl-1,2-cyclohexanediamine (28.5 mg, 0.2 mmol) and potassium carbonate (140.9 mg, 1.02 mmol) were added and the mixture heated by microwave (250 W) at 100° C. for 20 minutes. The mixture was filtered through a cartridge, washing with DCM (5 ml) and the filtrate was evaporated to dryness and purified by mass-directed autopreparation (system B). The appropriate fractions were combined, extracted with DCM, washed with aqueous sodium bicarbonate, dried through a hydrophobic frit and evaporated to give the title compound (34.9 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07947727B2
Source datasetuspto-grants-2011_05
ORD IDord-cc05786270a244cca47218eaa486684f
Source noteuspto-grants-2011_05