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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222108Generated: October 31, 2026

1-Methylpiperazine → HCID 68707998, compound

https://huagongshe.com/reaction/222108

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant2-(Dicyclohexylphosphino)biphenylHCID 2734216—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 68708248HCID 68708248—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
ProductHCID 68707998HCID 6870799879%

Reaction Steps

To 2-(4-bromo-phenyl)-1H-pyrrolo[2,3-f]isoquinoline XIXB (1.54 mmol), 2-(dicyclohexylphosphino)biphenyl (0.154 mmol), palladium acetate (0.154 mmol) and 1-methylpiperazine (15.46 mmol), degassed DMF (5 mL) and sodium tert-butoxide (4.62 mmol) were added. The mixture was submitted to microwaves at 150° C. for 15 min, the solvent was removed and the crude was purified by chromatography on silica gel (eluant: DCM/MeOH/30% aq NH3 92:8:1) affording the title compound (79% yield). ESI (+) MS: m/z 343 (MH+). 1H NMR: 2.24 (s, 3H), 2.45-2.50 (m, 4H), 3.20-3.26 (m, 4H), 6.96 (d, J=1.46, 1H), 7.07 (d, J=8.90, 2H), 7.58 (d, J=8.54, 1H), 7.78 (d, J=8.54, 1H), 7.85 (d, J=8.90, 2H), 8.43 (d, J=5.85, 1H), 8.50 (d, J=5.73, 1H), 9.18 (s, 1H), 12.33 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207180B2
Source datasetuspto-grants-2012_06
ORD IDord-7ab2347aabd54d8abbf226477cfc0ee9
Source noteuspto-grants-2012_06