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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466169Generated: November 3, 2026

N,N,N',N'-Tetramethylethylenediamine → HCID 71525687, compound

https://huagongshe.com/reaction/1466169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
Reactant1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
ReactantHCID 89526567HCID 89526567—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 71525687HCID 71525687—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 1-(5-Bromo-2,3-dihydro-1H-inden-2-yl)-4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one (60 mg, 0.132 mmol) in 2 mL of DMF was added Zn(CN)2 (15 mg, 0.132 mmol), Pd2(dba)3 (20 mg), TMEDA (10 mg), Xantphos (10 mg), and the mixture was stirred under microwave irradiation for 3 min at 100° C. The mixture was diluted with EtOAc and then filtrated. The filtrate was washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by prep-TLC to give the title product. 1H-NMR (400 MHz, CDCl3) δ ppm 7.81 (d, J=7.8 Hz, 1H), 7.44-7.48 (m, 2H), 7.28˜7.34 (m, 3H), 5.49˜5.57 (m, 1H), 5.26 (s, 2H), 3.19˜3.28 (m, 4H), 2.88˜3.1 (m, 6H), 2.65˜2.7 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-c7ceb43f28334ffcb3baa4065ef987fb
Source noteuspto-grants-2015_04