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Methyl 3-amino-4-fluorobenzenecarboxylate

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Methyl 3-amino-4-fluorobenzenecarboxylate Basic information
Product Name:Methyl 3-amino-4-fluorobenzenecarboxylate
Synonyms:Methyl 3-amino-4-fluorobenzoate 99%;methyl 3-amino-4-fluorobenzoate(SALTDATA: HCl 0.7H2O);2-Fluoro-5-(methoxycarbonyl)aniline;Benzoic acid, 3-amino-4-fluoro-, methyl ester;Benzoic acid, 3-amino-4-fluoro-, methyl ester (8CI, 9CI, ACI);3-amino-4-fluoro-Benzoic acid methyl ester (8CI 9CI ACI);Methyl 3-amino-4-fluorobenzoate;Methyl 3-amino-4-fluorobenzenecarboxylate
CAS:369-26-6
MF:C8H8FNO2
MW:169.15
EINECS:
Product Categories:
Mol File:369-26-6.mol
Methyl 3-amino-4-fluorobenzenecarboxylate Structure
Methyl 3-amino-4-fluorobenzenecarboxylate Chemical Properties
Melting point 66-69
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form crystalline solid
color Beige
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
HS Code 2922498590
MSDS Information
Methyl 3-amino-4-fluorobenzenecarboxylate Usage And Synthesis
Synthesis
Methyl 4-fluoro-3-nitrobenzoate

329-59-9

METHYL 3-AMINO-4-FLUOROBENZENECARBOXYLATE

369-26-6

Step B: Synthesis of methyl 3-amino-4-fluorobenzoate; Methyl 4-fluoro-3-nitrobenzoate (6.57 g, 33 mmol) was dissolved in EtOAc (75 mL) and 10% palladium carbon catalyst (0.66 g) was added. The reaction mixture was transferred to a Fisher-Porter flask and mounted on a hydrogenation unit. The flask was charged with hydrogen (25 psi) and the reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad, followed by concentration of the filtrate to give a yellow oily product which deepened in color on standing and in quantitative yield (5.51 g, 33 mmol). Mass spectrometry (ESI) showed m/z = 170 [M + H]+.

References[1] Patent: WO2009/76140, 2009, A1. Location in patent: Page/Page column 186
[2] Journal of Organic Chemistry, 1990, vol. 55, # 7, p. 2034 - 2044
[3] Synlett, 2010, # 20, p. 3019 - 3022
[4] Patent: WO2010/126922, 2010, A1. Location in patent: Page/Page column 62
[5] Zhurnal Organicheskoi Khimii, 1972, vol. 8, p. 803,804; engl. Ausg. S. 813, 814
Methyl 3-amino-4-fluorobenzenecarboxylate Preparation Products And Raw materials
Raw materialsMethanol-->Methyl 4-fluoro-3-nitrobenzoate-->3-Amino-4-fluorobenzoic acid-->Ethyl acetate-->Hydrogen
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