Water → HCID 86631777, compound

HRID 2048142Notes

Reaction equation

HRID 2048142 reaction equation
Br[CH:2]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:3]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[CH:7][CH:6]=1)=O.[Br:19][C:20]1[CH:21]=[N:22][C:23]([NH2:26])=[N:24][CH:25]=1.O>CN(C=O)C>[Br:19][C:20]1[CH:21]=[N:22][C:23]2[N:24]([C:2]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:3]([C:5]3[CH:12]=[CH:11][C:8]([CH:9]=[O:10])=[CH:7][CH:6]=3)[N:26]=2)[CH:25]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2313102-Amino-5-bromopyrimidineHCID 53434504HCID 53434504, compound

Product 1

HCID 86631777HCID 86631777, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

0.15 g (0.5 mM) of 4-[bromo(phenyl)acetyl]benzaldehyde and 2.0 equivalents of 5-bromopyrimidin-2-amine are dissolved in 6 ml DMF. The reaction mixture is heated at 90° C. overnight. The reaction mixture is cooled and water is added. It is then extracted with ethyl acetate. The organic layer is dried and concentrated. The crude product is purified by column chromatography to obtain the desired compound.

Workup

  1. temperatureThe reaction mixture is cooled
  2. extractionIt is then extracted with ethyl acetate
  3. customThe organic layer is dried
  4. concentrationconcentrated
  5. customThe crude product is purified by column chromatography

Sources & evidence

ORD record
ord-fdcd2219034940ac992d000ecceb33b3
Source dataset
uspto-grants-2013_11
Patent number
US08592591B2

Reaction notes

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