Triethylamine → 4-Chloro-2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine

HRID 339744

Reaction equation

HRID 339744 reaction equation
[Cl:1][C:2]1[C:7](I)=[C:6]([CH3:9])[N:5]=[C:4]([CH3:10])[N:3]=1.[C:11]([C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1)#[CH:12].C(N(CC)CC)C>C1(C)C=CC=CC=1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[Cl:1][C:2]1[C:7]([C:12]#[C:11][C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:20])([F:21])[F:22])=[CH:15][CH:14]=2)=[C:6]([CH3:9])[N:5]=[C:4]([CH3:10])[N:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 14911174-Chloro-5-iodo-2,6-dimethylpyrimidineHCID 43482951-Ethynyl-4-(trifluoromethyl)benzene

Product 1

HCID 866607064-Chloro-2,6-dimethyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 1140TolueneSolvent

Procedure

4-Chloro-2,6-dimethyl-5-iodopyrimidine and 4-ethynyl-α,α,α-trifluorotoluene were reacted in toluene in the presence of dichlorobis(triphenylphosphine)palladium, cuprous iodide and triethylamine while stirring under room temperature to heating to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.

Workup

  1. temperatureto heating
  2. customto obtain a target substance

Sources & evidence

ORD record
ord-4c9b06fa31854cde81ee5b68b26c2e87
Source dataset
uspto-grants-2014_11
Patent number
US08895565B2

Linked notes

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