ChemicalBook CAS DataBase List Methyl-4-amino-3-fluorobenzoate

Methyl-4-amino-3-fluorobenzoate synthesis

5synthesis methods

Product Name:Methyl-4-amino-3-fluorobenzoate
CAS Number:185629-32-7
Molecular formula:C8H8FNO2
Molecular Weight:169.15

METHYL 3-FLUORO-4-NITROBENZENECARBOXYLATE

185629-31-6

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]+.

185629-31-6 Synthesis

185629-31-6
170 suppliers
$5.00/250mg

185629-32-7
107 suppliers
$6.00/1g

Yield: 99%

Reaction Conditions:

with palladium on activated charcoal;hydrogen in ethanol;ethyl acetate at 20; under 760.051 Torr; for 16 h;

Steps:

135 Methyl 4-amino-3-fluorobenzoate
A mixture of methyl 3-fluoro-4-nitrobenzoate (2.50 g,12.5 mmol) and Pd/C (300 mg, 10 wt%) in 1:1 EtOAc/EtOH (40 mL) was stirred at rt for 16h under 1 atm of H2. The mixture was filtered through Celite and concentrated to give the titlecompound (2.1 g, 99%) as a beige solid. MS (ES+) C8H8FNO2 requires: 169, found: 170[M+Hj

References:

TESARO, INC.;JONES, Philip;CZAKO, Barbara;BURKE, Jason P.;CROSS, Jason;LEONARD, Paul Graham WO2018/81276, 2018, A1 Location in patent:Page/Page column 154

67-56-1 Synthesis