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1015765-43-1

1H-Pyrazole-3-carboxylic acid, 5-amino-4-methyl-1-phenyl-, ethyl ester synthesis

3synthesis methods
-

Yield:1015765-43-1 68%

Reaction Conditions:

in ethanol; for 16 h;Reflux;

Steps:

B Step B: Preparation of ethyl 5-amino-4-methyl-1-phenyl-1H-pyrazole-3-carboxylate

To a suspension of phenylhydrazine hydrochloride (6.15 g, 42.54 mmol) in EtOH (150 mL) was added ethyl 3-cyano-2-oxobutanoate (6.6 g, 42.54 mmol). The reaction mixture was heated to reflux for 16 hours, then cooled to ambient temperature. The reaction mixture was diluted with sat. NaHC03 (50 mL), extracted with DCM (3 x 100 mL), and the combined organic phases were dried over MgS04, filtered and concentrated under vacuum. The crude product was purified by silica column chromatography, eluting with 0-60% acetone in hexanes to afford the product as a yellow solid (7.1 g, 68% yield). MS (apci) m/z = 246.1 (M+H).

References:

WO2014/78328,2014,A1 Location in patent:Paragraph 00458