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899899-20-8

1H-Pyrazol-3-amine,1-(2-methoxyethyl)-(9CI) synthesis

2synthesis methods
-

Yield:899899-20-8 92%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol;ethyl acetate at 25; for 3 h;

Steps:

72

The 1-(2-methoxy-ethyl)-3-nitro-1H-pyrazole (350 mg, 2.05 mmol) was dissolved in ethyl acetate (5 mL) and methanol (5 mL) was added. Palladium, 10 wt. % on activated carbon, wet (50 mg) was added to the solution and the flask was charged with hydrogen gas via balloon. The reaction stirred at 25° C. for 3 h. The reaction was passed through a plug of Merck silica gel 60, 40-63 μm layered with celite and concentrated in vacuo to give the desired product, 1-(2-methoxy-ethyl)-1H-pyrazol-3-ylamine (266 mg, 92%) as a yellow oil: H1-NMR (400 MHz, CDCl3) 6 3.32 (3H, s), 3.34-3.50 (2H, bs), 3.67 (2H, t, J=5.6 Hz), 4.06 (2H, t, J=5.2 Hz), 5.56 (1H, d, J=2.4 Hz), 7.17 (1H, d, J=2.4 Hz).

References:

US2008/21032,2008,A1 Location in patent:Page/Page column 65