5-O-TOLYL-2H-PYRAZOL-3-YLAMINE synthesis

Yield:57860-42-1 92%

Reaction Conditions:

with hydrazine in ethanol at 70; for 16 h;

Steps:

1

To a stirred solution of 3-oxo-3-o-tolylpropanenitrile (100 mg, 0.63 mmol) in EtOH (2 mL) was added NH₂NH₂ H₂O (46 μL, 0.95 mmol). After heating to 70 °C for 16 h, the reaction was concentrated under reduced pressure to provide 5-?-tolyl- lH-pyrazol-3 -amine (100 mg, 92% crude yield) as yellow oil. The product was used for the next step without further purification.[00155] HPLC Phenomenex LUNA C-18 4.6 x 50 mm, 0 to 100% B over 4 minutes, 1 minutes hold time, A = 90% water, 10% methanol, 0.1% TFA, B = 10% water, 90% methanol, 0.1% TFA, RT = 1.68 min, 93% homogeneity index. [00156] LCMS: Anal. Calcd. for C₁₀H₁₁N₃ 173.10 found: 174.30 (M+H)⁺.

References:

WO2006/71752,2006,A1 Location in patent:Page/Page column 57