Methane → 5-Amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione

HRID 1382719Notes

Reaction equation

HRID 1382719 reaction equation
[N:1]([C:4]1[C:13]2[C:12](=[O:14])[N:11]([CH3:15])[C:10](=[O:16])[N:9]([CH3:17])[C:8]=2[N:7]=[CH:6][CH:5]=1)=[N+]=[N-].C>CO.[Pd]>[NH2:1][C:4]1[C:13]2[C:12](=[O:14])[N:11]([CH3:15])[C:10](=[O:16])[N:9]([CH3:17])[C:8]=2[N:7]=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 297MethaneHCID 14304685HCID 14304685, compound

Product 1

HCID 132683465-Amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dioneYield 74%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.33 g of Compound 3 was dissolved in 400 ml of methanol and reduced in the presence of 300 mg of Pd-C. Activated charcoal powder was added, and the solution was heated and filtered. The filtrate was distilled under reduced pressure and ethanol added thereto. The resulting crude crystals were separated by filtration and recrystallized from ethanol to give 0.87 g of 5-amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione (Compound 4).

Workup

  1. temperaturethe solution was heated
  2. filtrationfiltered
  3. distillationThe filtrate was distilled under reduced pressure and ethanol
  4. additionadded
  5. customThe resulting crude crystals were separated by filtration
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-791360420a244b76ab2a826578cbd435
Source dataset
uspto-grants-1989_02
Patent number
US04808587

Reaction notes

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