Triethylamine → HCID 11188211, compound

HRID 2112596Notes

Reaction equation

HRID 2112596 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[C:13]([F:14])=[CH:12][C:11]([F:15])=[CH:10][C:9]=2[F:16])=[C:6](Cl)[N:5]2[N:18]=[CH:19][N:20]=[C:4]2[N:3]=1.[F:21][C:22]([F:26])([F:25])[CH2:23][NH2:24].C(N(CC)CC)C>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[C:7]([C:8]2[C:13]([F:14])=[CH:12][C:11]([F:15])=[CH:10][C:9]=2[F:16])=[C:6]([NH:24][CH2:23][C:22]([F:26])([F:25])[F:21])[N:5]2[N:18]=[CH:19][N:20]=[C:4]2[N:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 9773Ethanamine, 2,2,2-trifluoro-HCID 110453875,7-Dichloro-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine

Product 1

HCID 11188211HCID 11188211, compoundYield 96.9%

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5,7-dichloro-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine (3.19 g, 10 mmol), 2,2,2-trifluoroethylamine (3.0 g, 30 mmol), and triethylamine (3.0 g, 30 mmol) in 30 mL of N,N-dimethylformamide is stirred at room temperature under nitrogen atmosphere for 1 h. The reaction mixture is diluted with ethyl acetate. The organic layer is washed with saturated sodium chloride (×3), dried over magnesium sulfate, and concentrated. The residue is filtered through hydrous magnesium silicate. Concentration provides 5-chloro-6-(2,4,6-trifluorophenyl)-N-(2,2,2-trifluoroethyl)[1,2,4]triazolo[1,5-a]pyrimidin-7-amine as a light yellow solid (3.70 g). MS: m/z 381.9 (M+H).

Workup

  1. washThe organic layer is washed with saturated sodium chloride (×3)
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. filtrationThe residue is filtered through hydrous magnesium silicate
  5. concentrationConcentration

Sources & evidence

ORD record
ord-5373797d336a4a17acc124db44f91ece
Source dataset
uspto-grants-2009_04
Patent number
US07524849B2

Reaction notes

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