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METHYL 4-AMINO-2-FLUOROBENZOATE

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METHYL 4-AMINO-2-FLUOROBENZOATE Basic information

Product Name:
METHYL 4-AMINO-2-FLUOROBENZOATE
Synonyms:
  • METHYL 4-AMINO-2-FLUOROBENZOATE
  • 2-Fluoro-4-aminobenzoic acid methyl ester
  • Methyl 2-fluoro-4-aminobenzoate
  • Benzoic acid,4-aMino-2-fluoro-, Methyl ester
  • EnzalutamideImpurity45
  • Benzoic acid, 4-amino-2-fluoro-, methyl ester (9CI, ACI)
  • 4-amino-2-fluoro-Benzoic acid methyl ester (9CI ACI)
  • Methyl 4-helium-2-fluorobenzoate
CAS:
73792-08-2
MF:
C8H8FNO2
MW:
169.15
Mol File:
73792-08-2.mol
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METHYL 4-AMINO-2-FLUOROBENZOATE Chemical Properties

Melting point:
Too Dark to Visualize
Boiling point:
302.3±27.0 °C(Predicted)
Density 
1.264±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
1.45±0.10(Predicted)
form 
Solid
color 
Orange to Brown
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Safety Information

HS Code 
2916399090
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METHYL 4-AMINO-2-FLUOROBENZOATE Usage And Synthesis

Uses

Methyl 4-amino-2-fluorobenzoate is mainly used as an intermediate in organic synthesis, especially in the field of pharmaceutical manufacturing.

Synthesis

392-09-6

73792-08-2

Step 2: Methyl 2-fluoro-4-nitrobenzoate (1.05 g, 5.273 mmol) was dissolved in methanol (MeOH). Palladium/carbon (Pd/C, 105 mg) was added to the resulting solution. The reaction mixture was stirred for 2 hours at room temperature in a hydrogen (H2) atmosphere. Upon completion of the reaction, the mixture was filtered through a diatomaceous earth pad to remove the catalyst. The filtrate was concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography to give the final pure methyl 4-amino-2-fluorobenzoate (870 mg, 98% yield).

References

[1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 19, p. 7042 - 7051
[2] Patent: WO2013/68467, 2013, A1. Location in patent: Page/Page column 57; 59; 60; 61
[3] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 2, p. 337 - 343
[4] Patent: WO2004/14900, 2004, A1. Location in patent: Page 52
[5] Journal of Organic Chemistry, 1990, vol. 55, # 7, p. 2034 - 2044

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