3-Fluoro-4-(4-methylpiperazin-1-yl)aniline Chemical Properties

Melting point:

87-89

Boiling point:

349.5±42.0 °C(Predicted)

Density 

1.167±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

7.56±0.42(Predicted)

Appearance

Light brown to brown Solid

Safety Information

HazardClass 

IRRITANT

HS Code 

2921420090

3-Fluoro-4-(4-methylpiperazin-1-yl)aniline Usage And Synthesis

Uses

3-Fluoro-4-(4-methylpiperazinyl)aniline can be used as a pharmaceutical synthesis intermediate.

Synthesis

General procedure: 1-(2-fluoro-4-nitrophenyl)-4-methylpiperazine (14.76 g, 61.70 mmol) was dissolved in tetrahydrofuran (THF, 80 mL) and palladium/carbon catalyst (Pd/C, 3.00 g) was added. Hydrogen (H2) was passed into the reaction mixture at room temperature and the reaction was stirred overnight. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford 3-fluoro-4-(4-methylpiperazinyl)aniline as an off-white solid (11.99 g, 93% yield).

References

[1] Patent: US2002/151554, 2002, A1
[2] Patent: WO2014/12360, 2014, A1. Location in patent: Paragraph 00293
[3] Patent: US2015/87639, 2015, A1. Location in patent: Paragraph 0550
[4] Patent: TWI607995, 2017, B. Location in patent: Page/Page column 128
[5] Journal of Medicinal Chemistry, 2008, vol. 51, # 12, p. 3507 - 3525

3-Fluoro-4-(4-methylpiperazin-1-yl)aniline(221198-99-8)Related Product Information

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• 2-[(4-CHLOROPHENYL)SULFANYL]-N-[3-FLUORO-4-(4-METHYLPIPERAZINO)PHENYL]ACETAMIDE
• N-[3-FLUORO-4-(4-METHYLPIPERAZINO)PHENYL]-2-[(4-METHOXYPHENYL)SULFANYL]ACETAMIDE
• N-[3-FLUORO-4-(4-PHENYLPIPERAZINO)PHENYL]-2-PHENYLACETAMIDE
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• N-[3-FLUORO-4-(4-PHENYLPIPERAZINO)PHENYL]-4-METHOXYBENZENECARBOXAMIDE
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• N-[3-FLUORO-4-(4-METHYLPIPERAZINO)PHENYL]CYCLOPROPANECARBOXAMIDE
• N-[3-FLUORO-4-(4-METHYLPIPERAZINO)PHENYL]-3-METHYLBENZENECARBOXAMIDE
• 4-CHLORO-N-[3-FLUORO-4-(4-PHENYLPIPERAZINO)PHENYL]BENZENECARBOXAMIDE
• N-[3-FLUORO-4-(4-PHENYLPIPERAZINO)PHENYL]-3-METHYLBENZENECARBOXAMIDE
• N-[3-FLUORO-4-(4-PHENYLPIPERAZINO)PHENYL]-2-(PHENYLSULFANYL)ACETAMIDE
• N-[3-FLUORO-4-(4-PHENYLPIPERAZINO)PHENYL]CYCLOPROPANECARBOXAMIDE