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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907778Generated: October 31, 2026

1-Methylpiperazine → (E)-Methyl 11-(4-methylpiperazin-1-yl)dibenzo[b,f][1,4]oxazepine-8-carboxylate

https://huagongshe.com/reaction/1907778

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant(E)-Methyl 11-chlorodibenzo[b,f][1,4]oxazepine-8-carboxylateHCID 58875660—
SolventTolueneHCID 1140—
Product(E)-Methyl 11-(4-methylpiperazin-1-yl)dibenzo[b,f][1,4]oxazepine-8-carboxylateHCID 5973744966.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

Compound 549 (1.06 g, 3.68 mmol) and 1-methylpiperazine (0.818 mL, 7.37 mmol) were dissolved in toluene (40 mL) and stirred at 110° C. for 16 h. The toluene was removed on the rotary evaporator. The crude product was dissolved in ethyl acetate and washed with water. The organic layer was separated and dried with Na2SO4, filtered and concentrated via rotary evaporation. The residue was purified via Isco employing a 0 to 50% methanol:ethyl acetate solvent gradient to afford compound 550 (0.86 g, 66%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598168B2
Source datasetuspto-grants-2013_12
ORD IDord-8e24ad2d7b6f41a68296d7665452ade8
Source noteuspto-grants-2013_12