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5-METHYL-2-PROPYL-2H-PYRAZOL-3-YLAMINE synthesis

3synthesis methods
-

Yield:-

Reaction Conditions:

Reflux;

Steps:

144.4 Example 144: 4-chloro-N-(4-chlorophenyl)-3-methyl- 1-propyl-1H-pyrazolo[3,4-b]pyridine-5-carboxamide
To a solution of propylhydrazine hydrochloride (cmde, 28 mmol) in EtOH (50 mL) was added 3- oxobutanenitrile (2.3 g, 28 mmol), it was then refluxed overnight. Resultant was concentrated to remove EtOH. The residue was diluted with MeOH (10 mL) and adjusted pH to 8 with NH3H2O. The resulting solid was filtered and the filtrate was purified by flash column (C 18-silica, MeCN in water: 5% to 95% 30 mm) to afford 3-methyl-1-propyl-1H-pyrazol-5-amine (2.2 g cmde, > 80% purity, tracked by LC/MS) of as light brown oil. MS: m/z 140.1.

References:

SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE;PINKERTON, Anthony, B.;HASSIG, Christian, A.;JACKSON, Michael, R.;ARDECKY, Robert, John;PASS, Ian WO2016/123392, 2016, A2 Location in patent:Paragraph 00448

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