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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-{Benzyl[(2-chloropyridin-3-yl)methyl]amino}ethanolHCID 55075645—
SolventTetrahydrofuranHCID 8028—
Product4-Benzyl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepineHCID 5769747675.3%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158617B2
Source datasetuspto-grants-2012_04
ORD IDord-ef1dd7802d3141059e8638f6d70ff7aa
Source noteuspto-grants-2012_04