1-PROPYL-1 H-PYRAZOL-3-YLAMINE synthesis

Yield:956393-73-0 73%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol;ethyl acetate at 25; for 16 h;

Steps:

32

3-Nitro-1-propyl-1H-pyrazole (92 mg, 0.59 mmol) was dissolved in ethyl acetate (3 mL) and methanol (3 mL) was added. Palladium, 10 wt. % on carbon, wet (50 mg) was added to the mixture. The vial was charged with hydrogen gas (via balloon) and the mixture was stirred for 16 h at 25° C. The mixture was passed through a plug of celite and concentrated in vacuo followed by purification by flash column chromatography (Merck silica gel 60, 40-63 μm; 25% ethyl acetate/hexanes to 70% ethyl acetate/hexanes) afforded 1-propyl-1H-pyrazol-3-ylamine (54 mg, 73%) as a golden oil: ESI-LRMS m/e calcd for C₆H₁₁N₃ [M⁺] 125.10, found 126.3 [M+H⁺], 251.3[2M+H⁺].

References:

US2008/21032,2008,A1 Location in patent:Page/Page column 41