Acetic Acid → HCID 22121270, compound

HRID 368475Notes

Reaction equation

HRID 368475 reaction equation
C([NH:8][C:9]1[C:14]([C:15]#[N:16])=[CH:13][C:12]([F:17])=[C:11]([NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])[N:10]=1)C1C=CC=CC=1.C(O)(=O)C>[Pd].C(O)C>[NH2:8][C:9]1[C:14]([C:15]#[N:16])=[CH:13][C:12]([F:17])=[C:11]([NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])[N:10]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 22121254HCID 22121254, compound

Product 1

HCID 22121270HCID 22121270, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To 500 mg of 2-benzylamino-6-t-butylamino-3-cyano-5-fluoropyridine were added 3 ml acetic acid and 0.5 ml ethanol, and then, 10 microspatulas of palladium black, and the mixture was stirred under hydrogen atmosphere at 60° C. for 2 days. The catalyst was removed with a membrane filter, and the solvent of the filtrate was distilled off. To the residue was added chloroform, and the mixture was washed with aqueous solution of sodium hydrogencarbonate. The organic layer was collected, dried over magnesium sulfate. The solvent was distilled off to obtain 300 mg of the title compound.

Workup

  1. customThe catalyst was removed with a membrane
  2. filtrationfilter
  3. distillationthe solvent of the filtrate was distilled off
  4. additionTo the residue was added chloroform
  5. washthe mixture was washed with aqueous solution of sodium hydrogencarbonate
  6. customThe organic layer was collected
  7. dry with materialdried over magnesium sulfate
  8. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-f86ac0872bbb4c44a88212e9776f2b58
Source dataset
uspto-grants-2000_10
Patent number
US06133284

Reaction notes

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