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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1519648Generated: November 4, 2026

Diisopropylethylamine → 4-({4-[2-(4-Methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}methyl)-3,4-dihydro-2H-chromene-7-carbonitrile

https://huagongshe.com/reaction/1519648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-methyl-5-(2-piperazin-1-ylethyl)-2-benzofuran-1(3H)-oneHCID 59568688—
Reactant4-Formyl-3,4-dihydro-2H-chromene-7-carbonitrileHCID 77230703—
SolventDichloromethaneHCID 6344—
Product4-({4-[2-(4-Methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}methyl)-3,4-dihydro-2H-chromene-7-carbonitrileHCID 68071446—

Reaction Steps

To a solution of 4-formyl-3,4-dihydro-2H-chromene-7-carbonitrile (50 mg, 0.27 mmol) in DCM (3 mL) was added 4-methyl-5-[2-(piperazine-1-yl)ethyl]-2-benzofuran-1(3H)-one (57 mg, 0.27 mmol), sodium triacetoxyborohydride (27.0 mg, 0.267 mmol) and DIPEA (57 mg, 0.27 mmol). The reaction was stirred under nitrogen at room temperature for 16 hours when LC-MS indicated product formation. The mixture was diluted with DCM and the product was isolated by flash chromatography. LC-MS (IE, m/z): 432 [M+1]+. (0.18 μM)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073882B2
Source datasetuspto-grants-2015_07
ORD IDord-e6e51629f4e744359081e60d8e551e8f
Source noteuspto-grants-2015_07