HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692588Generated: November 3, 2026
Water → 4-Benzyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine
https://huagongshe.com/reaction/1692588
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-{Benzyl[(2-chloropyridin-3-yl)methyl]amino}ethanol | HCID 55075645 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Benzyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine | HCID 57697476 | 75.3% |
Reaction Steps
Under a nitrogen atmosphere, to a suspension of sodium hydride (60% in oil, 1.99 g) in THF (30 mL) was added a solution of the compound (6.90 g) obtained in step 2 in THF (20 mL) at 0° C., and the mixture was stirred at 90° C. for 1 hr. The reaction mixture was cooled to 10° C., and poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous ammonium chloride solution and brine, and concentrated. The residue was purified by silica gel column chromatography (solvent gradient; 10→66% ethyl acetate/hexane) to give the title compound (4.51 g, 75%) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158617B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-ef1dd7802d3141059e8638f6d70ff7aa |
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| Source note | uspto-grants-2012_04 |
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