Diisopropylethylamine → HCID 58560951, compound

HRID 1408484Notes

Reaction equation

HRID 1408484 reaction equation
Cl[C:2]1[C:7]([CH3:8])=[C:6]([Cl:9])[N:5]=[CH:4][N:3]=1.[F:10][C:11]([F:21])([F:20])[O:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[CH:15][CH:14]=1.CCN(C(C)C)C(C)C>CCO>[Cl:9][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:17][C:16]2[CH:18]=[CH:19][C:13]([O:12][C:11]([F:10])([F:20])[F:21])=[CH:14][CH:15]=2)[C:7]=1[CH3:8]

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 6008484-(Trifluoromethoxy)anilineHCID 8188604,6-Dichloro-5-methylpyrimidine

Product 1

HCID 58560951HCID 58560951, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4,6-Dichloro-5-methylpyrimidine (534.6 mg, 3.3 mmol) and 4-trifluoromethoxy aniline (661 mg, 3.6 mmol) were dissolved in EtOH and DIEA (625 uL, 3.6 mmol) was added and the mixture was refluxed for 4 h. It was then cooled, concentrated and work-up with ethyl acetate. The organic layer was separated and dried (Na2SO4). Concentrated and purified by silica-gel column chromatography (Ethyl acetate/hexane). 800 mg (84% Yield), MS m/z 304.14 (M+1).

Workup

  1. temperaturethe mixture was refluxed for 4 h
  2. temperatureIt was then cooled
  3. concentrationconcentrated
  4. customThe organic layer was separated
  5. dry with materialdried (Na2SO4)
  6. concentrationConcentrated
  7. custompurified by silica-gel column chromatography (Ethyl acetate/hexane)

Sources & evidence

ORD record
ord-d75dd85abb7446478115af36a479d264
Source dataset
uspto-grants-2014_12
Patent number
US08921336B2

Reaction notes

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