Methyl-4-amino-3-fluorobenzoate

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Methyl-4-amino-3-fluorobenzoate Basic information
Uses
Product Name:Methyl-4-amino-3-fluorobenzoate
Synonyms:Methyl-4-amino-3-fluorobenzoate;2-Fluoro-4-(methoxycarbonyl)aniline;Benzoic acid, 4-aMino-3-fluoro-, Methyl ester;Methyl 3-fluoro-4-aMinobenzoate;3-Fluoro-4-aminobenzoic acid methyl ester
CAS:185629-32-7
MF:C8H8FNO2
MW:169.15
EINECS:
Product Categories:
Mol File:Mol File
Methyl-4-amino-3-fluorobenzoate Structure
Methyl-4-amino-3-fluorobenzoate Chemical Properties
Melting point 109-110°C
Boiling point 296℃
density 1.264
Fp 133℃
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form powder
pka1.07±0.10(Predicted)
color White to off-white
Safety Information
Risk Statements 36/37/38
Safety Statements 22-24/25-36/37/39-45
HazardClass IRRITANT
HS Code 2922500090
MSDS Information
Methyl-4-amino-3-fluorobenzoate Usage And Synthesis
Uses4-Amino-3-fluorophenylcarboxylic acid methyl ester is a carboxylic acid ester derivative that can be used as a pharmaceutical intermediate.
Chemical PropertiesBrown solid
Synthesis
METHYL 3-FLUORO-4-NITROBENZENECARBOXYLATE

185629-31-6

Methyl-4-amino-3-fluorobenzoate

185629-32-7

General procedure for the synthesis of methyl 4-amino-3-fluorobenzoate from methyl 3-fluoro-4-nitrobenzoate: Methyl 3-fluoro-4-nitrobenzoate (2.50 g, 12.5 mmol) and Pd/C catalyst (300 mg, 10 wt%) were placed in a 1:1 EtOAc/EtOH solvent mixture (40 mL). The reaction mixture was stirred at room temperature and 1 atm hydrogen atmosphere for 16 hours. After completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to afford methyl 4-amino-3-fluorobenzoate (2.1 g, 99% yield) as a beige solid. Mass spectrometry analysis (ES+): the theoretical molecular weight of C8H8FNO2 was 169 and the measured value was 170 [M + H]+.

References[1] Patent: WO2018/81276, 2018, A1. Location in patent: Page/Page column 154
[2] Patent: EP3401315, 2018, A1. Location in patent: Paragraph 0096; 0097
[3] Patent: WO2007/16392, 2007, A2. Location in patent: Page/Page column 48
[4] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 13, p. 4345 - 4359
[5] Patent: US2003/232889, 2003, A1. Location in patent: Page/Page column 15
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