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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920306Generated: October 30, 2026

Iodine → HCID 71236679, compound

https://huagongshe.com/reaction/920306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 55139361HCID 55139361—
ReactantHCID 178418918HCID 178418918—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 71236679HCID 7123667999.5%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of 5-bromo-2-(3,4-difluorophenoxy)pyridine (19 g, 66.4 mmol) in tetrahydrofuran (THF) (200 mL) was added isopropylmagnesium chloride (66.4 mL, 66.4 mmol). The reaction mixture was stirred at 20° C. for 2 hr, and then I2 (16.86 g, 66.4 mmol) was added, The reaction mixture was stirred at 20° C. for another 4 hr, then saturated aqueous NH4Cl solution (200 ml) and EtOAc (200 ml) were added, the organic layer was separated, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography eluting with Hex/EtOAc (20:1). The collected fractions provided 2-(3,4-difluorophenoxy)-5-iodopyridine (22 g, 61.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273054B2
Source datasetuspto-grants-2016_03
ORD IDord-575a4cb8626443a0990ebaf5226fafbd
Source noteuspto-grants-2016_03