3-methyl-4-nitro-1H-Pyrazole-1-acetonitrile synthesis

Yield:1006955-98-1 38%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 80; for 2 h;

Steps:

11.1 Step 1:
Preparation of (3-methyl-4-nitro-1H-pyrazol-1-yl)acetonitrile

Step 1:
Preparation of (3-methyl-4-nitro-1H-pyrazol-1-yl)acetonitrile
A mixture of 3-methyl-4-nitro-1H-pyrazole (7 g, 0.055 mol), bromoacetonitrile (13.2 g, 0.11 mol) and K₂CO₃ (23 g, 0.165 mol) in DMF (120 mL) was stirred at 80° C. for 2 hrs. TLC (petroleum ether:EtOAc=2:1) showed the reaction was complete.
The mixture was filtered, concentrated and the residue purified by flash chromatography (petroleum ether:EtOAc=4:1) to give the title compound (3.5 g, 38% yield) as light yellow oil.

References:

US2013/79324,2013,A1 Location in patent:Paragraph 0955; 0956