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

HRID 1382717Notes

Reaction equation

HRID 1382717 reaction equation
Cl[C:2]1[C:11]2[C:10](=[O:12])[N:9]([CH3:13])[C:8](=[O:14])[N:7]([CH3:15])[C:6]=2[N:5]=[CH:4][CH:3]=1.C>CO.[Pd]>[CH3:15][N:7]1[C:6]2[N:5]=[CH:4][CH:3]=[CH:2][C:11]=2[C:10](=[O:12])[N:9]([CH3:13])[C:8]1=[O:14]

Participants

5

Reactant 2

HCID 297MethaneHCID 143046845-Chloro-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 6055851,3-Dimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dioneYield 84%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

0.34 g of Compound 1 was dissolved in 100 ml of methanol and reduced in the presence of Pd-C. Activated charcoal powder was added, and the solution was heated and filtered. The filtrate was distilled under reduced pressure and ethanol was added thereto. The resulting crude crystals were separated from the solution by the filtration and recrystallized from ethanol to give 0.24 g of 1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione (Compound 2).

Workup

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

Sources & evidence

ORD record
ord-673b93bf2ef044958d4e1e291895f078
Source dataset
uspto-grants-1989_02
Patent number
US04808587

Reaction notes

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