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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452139Generated: October 31, 2026

Ethyl Acetate → HCID 67210582, compound

https://huagongshe.com/reaction/452139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1H-IndazoleHCID 9221—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67211222HCID 67211222—
SolventDimethylformamideHCID 6228—
ProductHCID 67210409HCID 6721040936%
ProductHCID 67210582HCID 6721058264%

Reaction Steps

[step 1] Indazole (240 mg, 2.03 mmol) was dissolved in DMF (5.0 mL), sodium hydride (60%, 81 mg, 2.03 mmol) was added, and the mixture was stirred for 15 min. To this mixture was added (E)-2-(8-chloromethyl-6,11-dihydrodibenzo[b,e]oxepin-11-ylidene)propiononitrile (300 mg, 1.01 mmol) obtained in Reference Example B5, and the mixture was stirred at room temperature for 3 hr. Ethyl acetate was added to the mixture, and the organic layer was washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=90/10 to 75/25) to give (E)-2-[8-(indazol-1-yl)methyl-6,11-dihydrodibenzo[b,e]oxepin-11-ylidene]propiononitrile (245 mg, 64%) and (E)-2-[8-(indazol-2-yl)methyl-6,11-dihydrodibenzo[b,e]oxepin-11-ylidene]propiononitrile (138 mg, 36%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486980B2
Source datasetuspto-grants-2013_07
ORD IDord-7a11613c817045778409554aed224dd7
Source noteuspto-grants-2013_07