Triethylamine → 2-chloro-N-(5-methyl-1H-pyrazol-3-yl)-5-(trifluoromethyl)pyrimidin-4-amine

HRID 415430Notes

Reaction equation

HRID 415430 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.[CH3:13][C:14]1[NH:18][N:17]=[C:16]([NH2:19])[CH:15]=1.CCN(CC)CC>CC#N>[Cl:1][C:2]1[N:7]=[C:6]([NH:19][C:16]2[CH:15]=[C:14]([CH3:13])[NH:18][N:17]=2)[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 27827742,4-Dichloro-5-(trifluoromethyl)pyrimidine

Product 1

HCID 582551692-chloro-N-(5-methyl-1H-pyrazol-3-yl)-5-(trifluoromethyl)pyrimidin-4-amineYield 18.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 2,4-dichloro-5-trifluoromethylpyrimidine (1.27 g, 5.8 mmol) in MeCN (20 ml) was added 5-methyl-1H-pyrazol-3-ylamine (568 mg, 5.8 mmol) and Et3N (1.6 mL). The mixture was stirred at ambient temperature overnight. LC/MS showed the completion of the reaction. Evaporation of the solvent afforded yellow oil that was purified by Gilson (5-95% MeCN/H2O, 15 minutes) to give the titled compound as solid (300 mg). m/z 278.

Workup

  1. customthe completion of the reaction
  2. customEvaporation of the solvent
  3. customafforded yellow oil that
  4. customwas purified by Gilson (5-95% MeCN/H2O, 15 minutes)

Sources & evidence

ORD record
ord-7c5c3dc0c4d944ae96c6fa5963372acf
Source dataset
uspto-grants-2012_01
Patent number
US08088784B2

Reaction notes

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