ChemicalBook CAS DataBase List Methyl 4,5-diaMino-3-fluoro-2-(phenylaMino)benzoate

Methyl 4,5-diaMino-3-fluoro-2-(phenylaMino)benzoate synthesis

5synthesis methods

Product Name:Methyl 4,5-diaMino-3-fluoro-2-(phenylaMino)benzoate
CAS Number:606144-42-7
Molecular formula:C14H14FN3O2
Molecular Weight:275.28

Methyl 4-Amino-3-Fluoro-5-Nitro-2-(Phenylamino)Benzoate

606093-58-7
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Methyl 4,5-diaMino-3-fluoro-2-(phenylaMino)benzoate

606144-42-7
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$220.00/1g

Yield:606144-42-7 93%

Reaction Conditions:

with ammonium formate;palladium(II) hydroxide/carbon in ethanol at 95; for 0.5 h;

Steps:

54.A Example 54; Step A: 4,5-Diamino-3-fluoro-2-phenylamino-benzoic acid methyl ester 6c

Step A: 4,5-Diamino-3-fluoro-2-phenylamino-benzoic acid methyl ester 6c [0378] 4-Amino-3-fluoro-5-nitro-2-phenylamino-benzoic acid methyl ester 26a (11.44 g, 37.48 mmol) is suspended in ethanol (400 mL) and ammonium formate (11.80 g, 187.0 mmol) and 20% Pd(OH)2/C (10.00 g, 18.79 mmol) are added. The reaction mixture is stirred at 95° C. under N2 for 30 minutes. The reaction mixture is cooled to room temperature and then filtered through celite, rinsing with ethanol. The filtrate is concentrated under reduced pressure to give 9.63g (93%) of the pure desired product as a purple/red solid. MS ESI (+) m/z 276 (M+1) detected.

References:

US2004/116710,2004,A1 Location in patent:Page 57

61079-72-9 Synthesis