4-Amino-2-fluoro-5-nitro-benzoic acid methyl ester synthesis
- Product Name:4-Amino-2-fluoro-5-nitro-benzoic acid methyl ester
- CAS Number:872871-50-6
- Molecular formula:C8H7FN2O4
- Molecular Weight:214.15
Yield:872871-50-6 90%
Reaction Conditions:
Stage #1: methanol;4-acetamido-2-fluoro-5-nitro benzoic acidwith hydrogenchloride in water; for 18 h;Heating / reflux;
Stage #2: with sodium hydrogencarbonate in methanol;water;
Steps:
8 Synthesis of 33 and 34 (Scheme 8; FIG. 8)
Methyl 4-amino-2-fluoro-5-nitro-benzoate (31): 80 mg of 4-acetylamino-2-fluoro-5-nitro-benzoic acid (30) (0.33 mmol) was dissolved in 20 mL MeOH, and 1 mL 50% aqueous HCl was added. The reaction mixture was refluxed for 18 hours and neutralized with saturated aqueous NaHCO3. MeOH was removed by rotary evaporation, and the remaining aqueous solution was extracted with EtOAc. The organic extract was washed twice more with saturated aqueous NaHCO3 and twice with deionized H2O. After drying over anhydrous Na2SO4 and filtering, the product was isolated as a yellow solid. Yield=64 mg (90%).
References:
US2006/4197,2006,A1 Location in patent:Page/Page column 8/16; 8; 13
125568-71-0
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