Ammonia → 1-(3-Chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxamide

HRID 733148Notes

Reaction equation

HRID 733148 reaction equation
[NH3:1].C([O:4][C:5]([C:7]1[CH:11]=[C:10]([CH3:12])[N:9]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([Cl:20])[CH:14]=2)[N:8]=1)=O)C>CO>[Cl:20][C:15]1[CH:14]=[C:13]([N:9]2[C:10]([CH3:12])=[CH:11][C:7]([C:5]([NH2:1])=[O:4])=[N:8]2)[CH:18]=[CH:17][C:16]=1[F:19]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 57839538Ethyl-1-(3-Chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxylate

Product 1

HCID 578395411-(3-Chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxamideYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ammonia gas was bubbled into a chilled solution of ethyl 1-(3-chloro-4-fluorophenyl)-5-methyl-1H-pyrazole-3-carboxylate (from Step 1) (1.0 g, 3 mmol) in MeOH (1.5 ml) for 5 minutes. The resulting mixture was placed in a sealed tube and stirred at room temperature for 2 days. The reaction was then concentrated in vacuo, and the residue obtained was dried under vacuum to give titled product (0.72 g, 80%) as a solid.

Workup

  1. customThe resulting mixture was placed in a sealed tube
  2. concentrationThe reaction was then concentrated in vacuo
  3. customthe residue obtained
  4. customwas dried under vacuum

Sources & evidence

ORD record
ord-750edbfb157641459229d18bc3c009c2
Source dataset
uspto-grants-2009_09
Patent number
US07589116B2

Reaction notes

Loading…