Dimethylamine → HCID 86630696, compound

HRID 1851222Notes

Reaction equation

HRID 1851222 reaction equation
Br[C:2]1[N:24]=[C:5]2[N:6]=[C:7]([C:16]3[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=3)[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:9][N:4]2[N:3]=1.[CH3:25][NH:26][CH3:27]>CN(C=O)C>[CH3:25][N:26]([CH3:27])[C:2]1[N:24]=[C:5]2[N:6]=[C:7]([C:16]3[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=3)[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:9][N:4]2[N:3]=1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 86630694HCID 86630694, compound

Product 1

HCID 86630696HCID 86630696, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To 200 mg 4-(2-bromo-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde (prepared as described above) in 6 mL DMF were added 0.24 mL of a dimethylamine solution (60% in water). The mixture was heated under microwave irradiation to 100° C. for 2.5 hours. The solvent was removed and the solid residue is was treated with ethyl acetate/petrolether (1:1) and stirred for 2 hours. The desired product was filtered, dried and was used without further purification.

Workup

  1. customThe solvent was removed
  2. additionthe solid residue is was treated with ethyl acetate/petrolether (1:1)
  3. filtrationThe desired product was filtered
  4. customdried
  5. customwas used without further purification

Sources & evidence

ORD record
ord-faf740b9869b48ffa43265fe2c842172
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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