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ChemicalBook CAS DataBase List 3-(Piperidin-1-yl)pyridin-4-amine
144864-26-6

3-(Piperidin-1-yl)pyridin-4-amine synthesis

4synthesis methods
-

Yield:144864-26-6 73%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in ethanol; for 114 h;

Steps:

5; 90

METHOD 5; Example 90; Synthesis of 3 -(piperidin- 1 -vDpyridin-4-amine[0208] To a solution of 4-nitro-3-(piperidin-l-yl)pyridine 1-oxide (1.0 equiv.) in ethanol, at a concentration of 0.1 M, was added 10% palladium on carbon (0.1 eq.). The resultant heterogeneous solution was put under an atmosphere of hydrogen and was stirred for 15 hours. At this time LC/MS analysis indicated that the nitro was reduced to the amine, but the N-oxide was remaining. More 10% palladium on carbon (0.2 eq.) was added and the mixture was resubmitted to a balloon atmosphere of hydrogen. After stirring for 24 hours, more 10% palladium on carbon (0.2 eq.) was added and the mixture was resubmitted to a balloon atmosphere of hydrogen. After stirring for an additional 3 days the mixture was filtered through a pad of celite eluting with methanol. The volatiles were removed in vacuo yielding 3-(piperidin-l-yl)pyridin-4-amine (73%). LCMS (m/z): 178.0 (MH+); LC R, = 1.66 min-

References:

WO2008/106692,2008,A1 Location in patent:Page/Page column 78