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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2105606Generated: October 25, 2026

2-Chloropyridin-4-amine → N2-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-pyridine-2,4-diamine

https://huagongshe.com/reaction/2105606

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloropyridin-4-amineHCID 84432—
Reactant1,4-Benzodioxan-6-ylamineHCID 89148—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
ProductN2-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-pyridine-2,4-diamineHCID 57808069—

Reaction Conditions

Temperature200 °C

Reaction Steps

In a 5-mL vial was added 4-amino-2-chloropyridine (Aldrich Chemical Company) (1.1 g, 8.7 mmol), 1,4-benzodioxane-6-amine (Aldrich Chemical Company) (5.3 g, 35 mmol) and copper (I) iodide (Aldrich Chemical Company) (0.17 g, 0.87 mmol). The content was sonicated at room temperature for 5 min and then heated in the Smith Microwave Synthesizer at 200° C. for 10 min. The residue was purified by flash chromatography (95:5 dichloromethane:2N NH3 in MeOH) to give the title compound as a dark solid. MS (ESI, pos. ion) m/z: 244 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07579347B2
Source datasetuspto-grants-2009_08
ORD IDord-18be2938928d44eea119bde85391dc91
Source noteuspto-grants-2009_08