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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465785Generated: November 3, 2026

Sodium → 6-{2-Oxo-4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}naphthalene-2-carbonitrile

https://huagongshe.com/reaction/1465785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodiumHCID 5360545—
Reactant2-(1-Oxo-1,3-dihydroisobenzofuran-5-yl)acetaldehydeHCID 77231261—
Reactant6-(2-Oxopiperazin-1-yl)naphthalene-2-carbonitrile hydrochlorideHCID 89525192—
CatalystAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Product6-{2-Oxo-4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}naphthalene-2-carbonitrileHCID 71525689—

Reaction Steps

To a 25 mL pear shaped flask charged with 6-(2-Oxopiperazin-1-yl)naphthalene-2-carbonitrile hydrochloride [I-5] (30 mg, 0.10 mmol) and a stir bar was added (1-Oxo-1,3-dihydro-2-benzofuran-5-yl)acetaldehyde [I-1] (28 mg, 0.16 mmol), sodium triacetocyborohydride (22 mg, 0.10 mmol), DCM, and a few drops of acetic acid. The mixture was allowed to stir at RT for 16 hours. The title product was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 412 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999991B2
Source datasetuspto-grants-2015_04
ORD IDord-e7134ab073804fb5a045395bb15f9e2e
Source noteuspto-grants-2015_04