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ChemicalBook CAS DataBase List 5-PYRIDIN-2-YL-2H-PYRAZOL-3-YLAMINE

5-PYRIDIN-2-YL-2H-PYRAZOL-3-YLAMINE synthesis

3synthesis methods
-

Yield: 91%

Reaction Conditions:

with hydrazine in ethanol for 24 h;Reflux;

Steps:

52.A
3-(2-Pyridyl)-3-oxopropanenitrile (3.0 g, 0.37 mol) was dissolved in ethanol (22 mL) and treated with hydrazine (1.9 mL, 0.062 mol) at reflux for 24 hours. The reaction mixture was concentrated, diluted with brine and extracted into ethyl acetate (2 X 50 mL). The combined organic layers were dried (MgSO4), concentrated and purified by silica gel chromatography eluting with 2-20% methanol in methylene chloride to afford 3-(pyridin- 2-yl)-lH-pyrazol-5-amine (3.0 g, 91% yield).

References:

ARRAY BIOPHARMA INC.;GENENTECH, INC.;AHRENDT, Kateri A.;BUCKMELTER, Alexandre J.;DE MEESE, Jason;GRINA, Jonas;HANSEN, Joshua D.;LAIRD, Ellen R.;LUNGHOFER, Paul;MORENO, David;NEWHOUSE, Brad;REN, Li;SEO, Jeongbeob;TIAN, Hongqi;WENGLOWSKY, Steven Mark;FENG, Bainian;GUNZNER, Janet;MALESKY, Kim;MATHIEU, Simon;RUDOLPH, Joachim;WEN, Zhaoyang;YOUNG, Wendy B. WO2009/111279, 2009, A1 Location in patent:Page/Page column 111