Ethylamine → HCID 86703040, compound

HRID 1851223Notes

Reaction equation

HRID 1851223 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.[CH2:25]([NH2:27])[CH3:26]>CN1C(=O)CCC1.O>[CH2:25]([NH: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)[CH3:26]

Participants

5

Reactant 2

HCID 6341EthylamineHCID 86630694HCID 86630694, compound

Product 1

HCID 86703040HCID 86703040, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

To 90 mg 4-(2-bromo-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde (prepared as described above) in 2 mL NMP were added 0.71 mL ethylamine. The mixture was heated under microwave irradiation to 100° C. for 80 min and then overnight at 100° C. under conventional heating. On cooling the reaction was diluted with water and extracted with EtOAc. The organic phase was washed with brine, dried and concentrated in vacuo to give the crude title compound as an orange oil which was used in the next step without further purification.

Workup

  1. customovernight
  2. customat 100° C.
  3. temperatureOn cooling the reaction
  4. extractionextracted with EtOAc
  5. washThe organic phase was washed with brine
  6. customdried
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e1687e4b2f764f26b96aa62897b9f17b
Source dataset
uspto-grants-2015_02
Patent number
US08957064B2

Reaction notes

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