Indole → 1-(2-Aminophenyl)indole

Participants

Role	Name	HCID	Charge
Reactant	Indole	HCID 798	—
Reactant	2-Iodoaniline	HCID 11995	—
Reactant	Potassium Phosphate, Tribasic	HCID 62657	—
Reactant	trans-N,N'-dimethyl-1,2-cyclohexanediamine	HCID 2733821	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Toluene	HCID 1140	—
Product	1-(2-Aminophenyl)indole	HCID 11513988	—

Reaction Steps

Using the general procedure, indole (0.117 g, 1.00 mmol) was coupled at 80° C. with 2-iodoaniline (0.263 g, 1.20 mmol) using CuI (9.5 mg, 0.050 mmol, 5.0 mol %), K3PO4 (2.1 mmol), trans-N,N′-dimethyl-1,2-cyclohexanediamine (32 μL, 0.20 mmol, 20 mol %) and toluene (1.0 mL) to give the crude product. The above product was identified by comparison (GC) to a previously prepared sample and the GC yield was determined to be 92%.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07115784B2
Source dataset	uspto-grants-2006_10
ORD ID	ord-f692907965bd49e4b7229217c02aad59
Source note	uspto-grants-2006_10