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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886098Generated: November 1, 2026

Tetrahydrofuran → HCID 58204465, compound

https://huagongshe.com/reaction/886098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant9-Fluoro-5,6-dihydro-2,3-diiodoimidazo[1,2-d][1,4]benzoxazepineHCID 58204914—
ReactantHCID 178418573HCID 178418573—
SolventDiethyl EtherHCID 3283—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 58204465HCID 5820446588%

Reaction Conditions

Temperature-78 °C

Reaction Steps

9-fluoro-2,3-diiodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine (1.24 g, 2.74 mmol) was dissolved in tetrahydrofuran (25 mL, 310 mmol) and cooled to −78° C. in a dry ice/acetone bath. Added 3.0 Methylmagnesium bromide in ether (1.37 mL and allowed the reaction to warm up to −40° C. and stir for 4 hours. Complete by LCMS. Diluted with 100 mL of saturated ammonium chloride and extracted with ethyl acetate. Dried over magnesium sulfate, concentrated in vacuo and purified by flash chromatography on the ISCO 0-40% ethyl acetate in hexanes to give 9-fluoro-2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine (0.794 g, 88% yield)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242104B2
Source datasetuspto-grants-2012_08
ORD IDord-29a2e6d2fe9d4becb1d6dc61878300da
Source noteuspto-grants-2012_08