HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869583Generated: October 29, 2026
Tetrahydrofuran → HCID 90197436, compound
https://huagongshe.com/reaction/869583
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 131732527 | HCID 131732527 | — |
| Reactant | HCID 178418332 | HCID 178418332 | — |
| Product | HCID 90197436 | HCID 90197436 | 90% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08969345B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-137666b2904f46cd808fbdd6cf11699f |
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| Source note | uspto-grants-2015_03 |
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