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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498073Generated: October 30, 2026

Tetrahydrofuran → HCID 58205021, compound

https://huagongshe.com/reaction/1498073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTributyltin ChlorideHCID 15096—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 2-iodo-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-9-carboxylateHCID 58204516—
ReactantHCID 178418918HCID 178418918—
ProductHCID 58205021HCID 58205021—

Reaction Steps

Isopropylmagnesium chloride in tetrahydrofuran (2.0 M, 1.5 mL, 3.00 mmol) was added dropwise to a solution of methyl 2-iodo-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-9-carboxylate (740 mg, 2.00 mmol) in Tetrahydrofuran (12 mL, 150 mmol) at room temperature. The mixture was stirred for 2.5 hours. Tributyltin chloride (0.8138 mL, 3.000 mmol) was added and the mixture was stirred for 18 hours. The mixture was mixed with sat aq. NH4Cl and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4 and purified on 25 g silica column eluting with 15-20% ethyl acetate in heptane. Yield 160 mg (15%). MS(ESI+): 535.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09198918B2
Source datasetuspto-grants-2015_12
ORD IDord-753454095486412380c687340033bdaf
Source noteuspto-grants-2015_12