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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419484Generated: October 29, 2026

1-Methylpiperazine → 1-Methyl-4-{3-[3-(methyloxy)-4-nitrophenyl]-2-propyn-1-yl}piperazine

https://huagongshe.com/reaction/419484

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant4-(3-Chloro-1-propyn-1-yl)-2-(methyloxy)-1-nitrobenzeneHCID 59452905—
Solvent1,4-DioxaneHCID 31275—
Product1-Methyl-4-{3-[3-(methyloxy)-4-nitrophenyl]-2-propyn-1-yl}piperazineHCID 5945300597.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

To 4-(3-chloro-1-propyn-1-yl)-2-(methyloxy)-1-nitrobenzene (Example 139, step B) (0.250 g, 1.1 mmol) in 10 mL of dioxane was added, 1-methylpiperazine (0.31 g, 3.1 mmol). The mixture was heated to 110° C. for 3 h. The mixture was purified by flash chromatography to give the title compound of step A (0.309 g, 1.07 mmol, 97%). 1H NMR (400 MHz, CDCl3) δ ppm 7.78 (d, J=8.24 Hz, 1H), 7.11 (s, 1H), 7.04 (dd, J=8.33, 1.56 Hz, 1H), 3.94 (s, 3H), 3.55 (s, 2H), 2.64-2.78 (m, 4H), 2.47-2.62 (m, 4H), 2.33 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093239B2
Source datasetuspto-grants-2012_01
ORD IDord-95999df0284841d3b3267bc7c4e7fb08
Source noteuspto-grants-2012_01