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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2427701Generated: November 1, 2026

1-Methylpiperazine → HCID 57949448, compound

https://huagongshe.com/reaction/2427701

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
ReactantBinap, (A+-)-HCID 634876—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 67252589HCID 67252589—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
SolventEthyl AcetateHCID 8857—
ProductHCID 57949448HCID 5794944829.4%

Reaction Steps

A mixture of 5-bromo-2-[2-(4-phenoxy-phenyl)-ethyl]-2,3-dihydro-isoindol-1-one (0.128 g, 0.31 mmol), 1-methyl piperazine (0.046 mL, 0.41 mmol), Pd2.dba3 (0.009 g, 0.01 mmol), BINAP (0.012 g, 0.02 mmol), and sodium tertiary-butoxide (0.048 g, 0.5 mmol) in toluene (3 mL) was heated to reflux for 3 h. Workup and silica gel column chromatography using 30% ethyl acetate in hexane afforded 5-(4-Methyl-piperazin-1-yl)-2-[2-(4-phenoxy-phenyl)-ethyl]-2,3-dihydro-isoindol-1-one (0.039 g, 29%). 1H NMR (300 MHz, CDCl3): δ (ppm) 2.36 (s, 3H), 2.58 (m, 4H), 2.94 (t, 2H), 3.32 (m, 4H), 3.81 (t, 2H), 4.16 (s, 2H), 6.82-7.35 (m, 1H), 7.69 (d, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968570B2
Source datasetuspto-grants-2011_06
ORD IDord-3150c5e41dee49b9be176ece88617879
Source noteuspto-grants-2011_06