Potassium Carbonate → HCID 89613344, compound

HRID 623289Notes

Reaction equation

HRID 623289 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Br)=[CH:4][N:3]=1.[F:10][C:11]([F:22])([F:21])[C:12]([N:14]=[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][NH:16]1)=[O:13].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][N:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]2=[N:14][C:12](=[O:13])[C:11]([F:21])([F:22])[F:10])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 64246602-Bromo-5-bromomethylpyridineHCID 178522125HCID 178522125, compound

Product 1

HCID 89613344HCID 89613344, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

70 mg (0.28 mmol) of the 2-bromo-5-bromomethylpyridine obtained by the aforementioned method was dissolved in 10 ml of anhydrous acetonitrile, 54 mg (0.28 mmol) of 2,2,2-trifluoro-N-(pyridin-2(1H)-ylidene)acetoamide synthesized by the method described in (1) of Synthetic Example P1 and 46 mg (0.34 mmol) of potassium carbonate were added thereto in sequence, and the resulting mixture was heated and refluxed for 6 hours. After the reaction was completed, the reaction solution was returned to room temperature to filter insoluble materials, and the filtrate was concentrated under reduced pressure. Diethyl ether was added thereto to precipitate a solid, and thus the solid was collected, washed with diethyl ether, and then dried under reduced pressure in a desiccator to obtain the subject material. Amount obtained 81 mg (yield 82%).

Workup

  1. additionwere added
  2. temperaturein sequence, and the resulting mixture was heated
  3. temperaturerefluxed for 6 hours
  4. customwas returned to room temperature
  5. filtrationto filter insoluble materials
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. additionDiethyl ether was added
  8. customto precipitate a solid
  9. customthus the solid was collected
  10. washwashed with diethyl ether
  11. customdried under reduced pressure in a desiccator
  12. customto obtain the subject material
  13. customAmount obtained 81 mg (yield 82%)

Sources & evidence

ORD record
ord-8329920e45aa41ab98bf2549612b11ce
Source dataset
uspto-grants-2016_04
Patent number
US09301525B2

Reaction notes

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