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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264195Generated: October 25, 2026

3,5-Difluoro-4-(tributylstannyl)pyridine → 3'',5''-Difluoro-5'-nitro-3,2':3',4''-terpyridin-6'-amine

https://huagongshe.com/reaction/2264195

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,5-Difluoro-4-(tributylstannyl)pyridineHCID 16427123—
Reactant3-Bromo-5-nitro-2,3'-bipyridin-6-amineHCID 59596002—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178479804HCID 178479804—
Solvent1,4-DioxaneHCID 31275—
Product3'',5''-Difluoro-5'-nitro-3,2':3',4''-terpyridin-6'-amineHCID 59595968—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-bromo-5-nitro-2,3′-bipyridin-6-amine (Intermediate 1, step b, 1 g, 3.39 mmol), 3,5-difluoro-4-tributylstannanylpyridine (1.5 g, 3.71 mmol), bis(triphenylphosphino) palladium (II) chloride (0.24 g, 0.34 mmol) and copper (I) iodide (0.13 g, 0.68 mmol) in dioxane (15 mL) was heated at 150° C. for 6 hours in Biotage Initiator Microwave Synthesizer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855202B2
Source datasetuspto-grants-2010_12
ORD IDord-bbed566687474677817b5b53bff88c96
Source noteuspto-grants-2010_12