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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1877859Generated: November 1, 2026

Acetic Acid → 8-benzyl-3-(2,5-dimethyl-1H-pyrrol-1-yl)-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepine

https://huagongshe.com/reaction/1877859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTolueneHCID 1140—
Reactant2,5-HexanedioneHCID 8035—
Reactant8-Benzyl-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepin-3-amineHCID 66993139—
SolventEthyl AcetateHCID 8857—
Product8-benzyl-3-(2,5-dimethyl-1H-pyrrol-1-yl)-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepineHCID 6699309846%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 8-benzyl-6,7,8,9-tetrahydropyrazino[2,3-f][1,4]oxazepin-3-amine (100 mg), 2,5-hexanedione (50 μL), acetic acid (164 μL) and toluene (3 mL) was stirred at 80° C. for 24 hr. The mixture was diluted with ethyl acetate at room temperature, and the organic layer was washed with water and saturated brine, dried over magnesium sulfate, and concentrated. The residue was purified by silica gel column chromatography (solvent gradient: 10→100% ethyl acetate/hexane) to give the title compound (60 mg, 46%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314088B2
Source datasetuspto-grants-2012_11
ORD IDord-1e18d8a5a2184fe2a6cfe7262da3de63
Source noteuspto-grants-2012_11