Reaction #1583821

Reaction equation

5-methyl-1-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]pyrazole-4-carboxylic acid

N-methylpyridazin-4-amine

O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate

triethylamine

→

title compound

Yield 90.0%

N,5-dimethyl-N-pyridazin-4-yl-1-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]pyrazole-4-carboxamide

Yield 90.0%

Solvents

THF

Conditions

Workup

1. 1
   Otherevaporated
2. 2
   Washwashed with 3×14 ml water
3. 3
   Dryingdried over Na2SO4
4. 4
   Otherevaporated
5. 5
   OtherPurification by flash chromatography (CH2Cl2/MeOH)

Procedure

A mixture of 300 mg 5-methyl-1-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]pyrazole-4-carboxylic acid, 127 mg N-methylpyridazin-4-amine, 710 mg O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate [HATU] and 220 mg triethylamine in 30 ml THF was stirred at 20-25° C. for about 24 h, then evaporated. The residue was taken up in 21 ml CH2Cl2, washed with 3×14 ml water, dried over Na2SO4, then evaporated. Purification by flash chromatography (CH2Cl2/MeOH) gave 130 mg of the title compound (90% purity).

Source