Water → HCID 86631774, compound

HRID 2048135Notes

Reaction equation

HRID 2048135 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][CH:10]=[CH:9][C:6]=1C=O)=O.[Br:19][C:20]1[CH:21]=[CH:22][C:23]([NH2:26])=[N:24][CH:25]=1.O.CN([CH:31]=[O:32])C>>[Br:19][C:20]1[CH:21]=[CH:22][C:23]2[N:24]([C:3]([C:5]3[CH:6]=[CH:9][CH:10]=[CH:11][CH:12]=3)=[C:2]([C:13]3[CH:14]=[CH:15][C:16]([CH:31]=[O:32])=[CH:17][CH:18]=3)[N:26]=2)[CH:25]=1

Participants

5

Reactant 4

HCID 962WaterHCID 6228DimethylformamideHCID 706222-Amino-5-bromopyridineHCID 86631775HCID 86631775, compound

Product 1

HCID 86631774HCID 86631774, compound

Conditions

Temperature
100 °C

Procedure

3.3 mMol (2-Bromo-2-phenyl-ethanoyl)-benzaldehyde and 1.2 equivalents of 5-Bromo-pyridin-2-ylamine are dissolved in 10 ml DMF. The reaction mixture is heated at 100° C. for 18 hours. 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 is purified by column chromatography to yield 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 is purified by column chromatography

Sources & evidence

ORD record
ord-2416cd8190d2451ca55ce5dce636abc1
Source dataset
uspto-grants-2013_11
Patent number
US08592591B2

Reaction notes

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