AKOS B024249 synthesis

Yield: 90%

Reaction Conditions:

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

Steps:

39
3-Nitro-1-butyl-1H-pyrazole (111 mg, 0.66 mmol) was dissolved in ethyl acetate (3 mL) and methanol (3 mL) was added. Palladium, 10 wt. % on activated carbon, wet (50 mg) was added to the reaction. The vial was charged with hydrogen gas (via balloon) and the reaction stirred for 16 h at 25° C. The reaction was passed through a plug of celite and concentrated in vacuo to afford 1-butyl-1H-pyrazol-3-ylamine (82 mg, 90%) as a golden oil: ESI-LRMS m/e calcd for C₇H₁₃N₃ [M⁺] 139.12, found 140.3 [M+H⁺].

References:

Berthel, Steven Joseph;Kester, Robert Francis;Murphy, Douglas Eric;Prins, Thomas Jay;Ruebsam, Frank;Sarabu, Ramakanth;Tran, Chinh Viet;Vourloumis, Dionisios US2008/21032, 2008, A1 Location in patent:Page/Page column 45