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ChemicalBook CAS DataBase List 5-CYCLOHEXYL-1H-PYRAZOL-3-AMINE

5-CYCLOHEXYL-1H-PYRAZOL-3-AMINE synthesis

3synthesis methods
-

Yield:81542-54-3 104 mg

Reaction Conditions:

with hydrazine hydrate;acetic acid in ethanol; for 4 h;Reflux;

Steps:

01-24 Intermediate 01-24 3-cyclohexyl-1H-pyrazol-5-amine .

To a solution of 3-cyclohexyl-3-oxopropanenitrile (100 mg, 661 μηηοΙ) (intermediate 01-17) in anhydrous ethanol (1.0 ml, 17 mmol) and acetic acid (50 μΙ, 870 μηηοΙ) was added hydrazine hydrate (1 :1) (250 μΙ, 65 % purity, 3.3 mmol). The mixture was heated to reflux for 4 h. The reaction mixture was allowed to cool to rt. After this time saturated aqueous NaHCC>3 solution was added and extracted with ethyl acetate. The combined organic layers were washed with brine, dried with a water repellant filter and concentrated to afford 104 mg (95 % yield) of the title compound. 1H NMR (400 MHz, Chloroform-d) δ [ppm]: 1.20-1.48 (m, 6H), 1.63-1.90 (m, 4H), 1.90-2.02 (m, 3H), 2.48-2.59 (m, 1H), 5.43 (s, 1H). LC-MS (Analytical Method G): Rt = 0.68 min; MS (ESIpos): m/z = 166 [M+H]+.

References:

WO2019/81343,2019,A1 Location in patent:Page/Page column 103

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