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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588403Generated: October 25, 2026

p-Bromochlorobenzene → HCID 57402656, compound

https://huagongshe.com/reaction/588403

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-BromochlorobenzeneHCID 7806—
Reactant6-AzaindoleHCID 9219—
ReactantPotassium Phosphate, TribasicHCID 62657—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57402656HCID 5740265691%

Reaction Steps

A suspension of 1H-pyrrolo[2,3-c]pyridine (1.18 g, 10.0 mmol), 1-bromo-4-chlorobenzene (2.87 g, 15.0 mmol), copper(I) iodide (95.0 mg, 0.50 mmol), K3PO4 (4.46 g, 21.0 mmol) and trans-diaminocyclohexane (250 μL, 2.00 mmol) in 1,4-dioxane (15 mL) was heated to reflux for 5 days. The mixture was concentrated and the residue was purified by flash chromatography (EtOAc) to yield the title compound as a light brown solid (2.08 g, 90%). MS (ESI+) m/z=229, 231 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227967B2
Source datasetuspto-grants-2016_01
ORD IDord-a1701057894346bbb1d550125b27b1fb
Source noteuspto-grants-2016_01