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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748495Generated: October 30, 2026

Potassium Carbonate → HCID 19373082, compound

https://huagongshe.com/reaction/1748495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-IodotolueneHCID 12207—
Reactant1-N,2-N-dimethylcyclohexane-1,2-diamineHCID 551074—
ReactantMethyl indole-3-carboxylateHCID 589098—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
ProductHCID 19373082HCID 193730825.1%

Reaction Steps

Indole-3-carboxylic acid methyl ester (2.50 g), 4-methyl-iodobenzene (3.72 g), copper (I) iodide (136 mg), N,N′-dimethyl-1,2-cyclohexanediamine (0.5 ml) and potassium carbonate (4.06 g) were stirred at 120° C. for 48 hours. After completion of the reaction, water was added and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was dissolved in ethanol (10 ml), sodium hydroxide (1.17 g) was added and stirred at room temperature overnight. The reaction solution was concentrated with an evaporator, the aqueous layer was acidified by the addition of 1N hydrochloric acid aqueous solution and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated to give the titled compound (184 mg) as a dark brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-66a45327182d449a9c083f8d88854531
Source noteuspto-grants-2015_10