Hydrochloric Acid → 5-Fluoropyridine-2,4-diaminehydrochloride

HRID 1274727Notes

Reaction equation

HRID 1274727 reaction equation
[ClH:1].C([NH:9][C:10]1[CH:15]=[C:14]([NH2:16])[C:13]([F:17])=[CH:12][N:11]=1)C1C=CC=CC=1>[Pd].CO>[ClH:1].[NH2:9][C:10]1[CH:15]=[C:14]([NH2:16])[C:13]([F:17])=[CH:12][N:11]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 221212872-Benzylamino-4-amino-5-fluoropyridine

Product 1

HCID 221212585-Fluoropyridine-2,4-diaminehydrochlorideYield 98.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To 4 ml of methanol having added 400 mg of concentrated hydrochloric acid added thereto was added 350 mg of 2-benzylamino-4-amino-5-fluoropyridine together with 50 mg of 10% palladium on carbon, and the mixture was hydrogenated at 40° C. for 2 days. The catalyst was separated by filtration, and the solvent and the like were distilled off under reduced pressure. Procedure of adding 10 ml of distilled water to the residue and concentrating under reduced pressure was repeated 4 times, and the procedure of adding 10 ml of ethanol and concentrating under reduced pressure was repeated twice. 260 mg of the title compound was obtained as a residue in the form of a yellowish orange paste.

Workup

  1. additionadded
  2. customThe catalyst was separated by filtration
  3. distillationthe solvent and the like were distilled off under reduced pressure
  4. additionProcedure of adding 10 ml of distilled water to the residue
  5. concentrationconcentrating under reduced pressure
  6. additionthe procedure of adding 10 ml of ethanol
  7. concentrationconcentrating under reduced pressure

Sources & evidence

ORD record
ord-e5342900c1ca4a6094a3c717ee27c320
Source dataset
uspto-grants-2000_12
Patent number
US06156903

Reaction notes

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