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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869583Generated: October 29, 2026

Tetrahydrofuran → HCID 90197436, compound

https://huagongshe.com/reaction/869583

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 131732527HCID 131732527—
ReactantHCID 178418332HCID 178418332—
ProductHCID 90197436HCID 9019743690%

Reaction Conditions

Temperature-20 °C

Reaction Steps

[step 2] (E)-propyl 3-{[11-(1-cyanoethylidene)-3-fluoro-6,11-dihydrodibenzo[b,e]oxepin-8-yl]methyl}-2-cyclopropylimidazo[1,2-a]pyridine-8-carboxylate (350 mg, 0.55 mmol) obtained in step 1 was dissolved in THF (4.1 mL), methylmagnesium chloride (3 mol/L THF solution, 0.73 mL, 2.20 mmol) was added at −30° C., and the mixture was stirred at −20° C. for 2 hr. To the mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted 3 times with ethyl acetate. The combined organic layers were dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=100/0 v/v-70/30 v/v) to give the title compound (244 mg, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969345B2
Source datasetuspto-grants-2015_03
ORD IDord-137666b2904f46cd808fbdd6cf11699f
Source noteuspto-grants-2015_03