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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465786Generated: October 31, 2026

4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one → 6-{4-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-oxopiperazin-1-yl}naphthalene-2-carbonitrile

https://huagongshe.com/reaction/1465786

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-oneHCID 59568646—
Reactant6-(2-Oxopiperazin-1-yl)naphthalene-2-carbonitrileHCID 89525193—
SolventEthanolHCID 702—
Product6-{4-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-oxopiperazin-1-yl}naphthalene-2-carbonitrileHCID 71525778—

Reaction Conditions

Temperature148 °C

Reaction Steps

A mixture of 6-(2-Oxopiperazin-1-yl)naphthalene-2-carbonitrile (33 mg, 0.13 mmol) and 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1(3H)-one (38 mg, 0.20 mmol) in EtOH (2 mL) in a 5 mL microwave tube was heated to 148° C. for 1.5 hours. LC showed formation of the title product, which was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 442 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999991B2
Source datasetuspto-grants-2015_04
ORD IDord-b6f42021d8c041fe8ce405167f80d386
Source noteuspto-grants-2015_04