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60787-05-5

60787-05-5 Structure

60787-05-5 Structure
IdentificationBack Directory
[Name]

1-ACETYL-4-METHYLPIPERAZINE HYDROCHLORIDE
[CAS]

60787-05-5
[Synonyms]

1-Acetyl-4-methylpiperazineHCl
1-(4-Methylpiperazin-1-yl)ethanone
1-(4-methyl-1-piperazinyl)Ethanone
Ethanone, 1-(4-methyl-1-piperazinyl)-
1-(4-Methylpiperazin-1-yl)ethan-1-one
1-ACETYL-4-METHYLPIPERAZINE HYDROCHLORIDE
1-Acetyl-4-methylpiperazine Hydrocholride
[Molecular Formula]

C7H14N2O
[MDL Number]

MFCD01195310
[MOL File]

60787-05-5.mol
[Molecular Weight]

142.2
Chemical PropertiesBack Directory
[Melting point ]

280 °C (decomp)
[Boiling point ]

168 °C
[density ]

1.017±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

6.84±0.10(Predicted)
[Appearance]

Colorless to light yellow Liquid
Hazard InformationBack Directory
[Uses]

1-Acetyl-4-methylpiperazine Hydrochloride is used in the preparation of (acetyl)piperazinium iodide and pyrrolopyrazinium iodides as nicotinic agonists.
[Synthesis]

1-Methylpiperazine

109-01-3

Acetic anhydride

108-24-7

1-ACETYL-4-METHYLPIPERAZINE HYDROCHLORIDE

60787-05-5

The general procedure for the synthesis of 1-acetyl-4-methylpiperazine from N-methylpiperazine and acetic anhydride was as follows: N-methylpiperazine (2.0 g, 19.97 mmol), triethylamine (3.35 mL, 23.96 mmol) and acetic anhydride (2.3 mL, 23.96 mmol) were dissolved in ethanol (60 mL) and the reaction was stirred at room temperature overnight. After completion of the reaction, the reaction mixture was concentrated to dryness under reduced pressure. The residue was purified by silica gel column chromatography using a mixed solvent of dichloromethane and methanol (with a gradient increase in the proportion of methanol) as eluent to afford the target product 1-acetyl-4-methylpiperazine (2.16 g, 76% yield) as a yellow oil. The product was characterized by 1H-NMR (CDCl3, 300 MHz) with chemical shifts δ: 3.65 (t, J = 6.8 Hz, 2H), 3.49 (t, J = 6.8 Hz, 2H), 2.46-2.39 (m, 4H), 2.32 (s, 3H), 2.10 (s, 3H) ppm.

[References]

[1] Patent: WO2014/6071, 2014, A1. Location in patent: Page/Page column 32
[2] Patent: EP2682391, 2014, A1. Location in patent: Paragraph 0112-0114
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