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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 549213Generated: October 30, 2026

Iodine → HCID 11566815, compound

https://huagongshe.com/reaction/549213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodineHCID 807—
ReactantHCID 11579971HCID 11579971—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11566815HCID 1156681585.8%

Reaction Steps

To a solution of 4-chloro-3-fluoro-2-(2-fluoro-phenyl)-quinoline (from step E, 0.160 g, 0.47 mmol) in tetrahydrofuran (3 mL) at −78° C. was added butyl lithium (0.6 mL, 2.5 M in hexane, 1.3 mmol). The mixture was stirred for 3 h. and iodine (0.148 g, 0.58 mmol) in 0.8 mL of THF was added. The reaction mixture was stirred for an additional 2 h. The reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (2×25 mL). The organic layers were combined, dried over sodium sulfate, concentrated and purified by silica gel column chromatography to yield the title compound (0.148 g, 84%). MS (ES) 368.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943640B2
Source datasetuspto-grants-2011_05
ORD IDord-4ddd6e7167644afaa94995aa1f9602a1
Source noteuspto-grants-2011_05