Methylamine → Pyrido(2,3-d)pyrimidine-2,4(1H,3H)-dione, 1,3-dimethyl-5-(methylamino)-

HRID 1382720Notes

Reaction equation

HRID 1382720 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.[CH3:16][NH2:17]>CN(C=O)C>[CH3:16][NH:17][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

Participants

4

Reactant 2

HCID 6329MethylamineHCID 143046845-Chloro-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione

Product 1

HCID 3086957Pyrido(2,3-d)pyrimidine-2,4(1H,3H)-dione, 1,3-dimethyl-5-(methylamino)-Yield 63%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

0.4 g of Compound 1 and 1.86 g of methylamine (30% methanol solution) were added to 10 ml of DMF. The solution was stirred 2 hr at room temperature and the solvent was distilled off under reduced pressure. After adding water, the resulting crude crystals were separated by filtration and recrystallized from ethyl acetate to give 0.23 g of 5-methylamino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione (Compound 7)

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. additionAfter adding water
  3. customthe resulting crude crystals were separated by filtration
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-2c22c547a15740af85438460200dcb28
Source dataset
uspto-grants-1989_02
Patent number
US04808587

Reaction notes

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