Dimethylamine → 6-(N,N-Dimethylamino)-3H-pyrido[3,4-d]pyrimidin-4-one

HRID 564759Notes

Reaction equation

HRID 564759 reaction equation
Cl[C:2]1[N:12]=[CH:11][C:5]2[N:6]=[CH:7][NH:8][C:9](=[O:10])[C:4]=2[CH:3]=1.[CH3:13][NH:14][CH3:15]>>[CH3:13][N:14]([C:2]1[N:12]=[CH:11][C:5]2[N:6]=[CH:7][NH:8][C:9](=[O:10])[C:4]=2[CH:3]=1)[CH3:15]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 1354805256-chloro-3H,4H-pyrido[3,4-d]pyrimidin-4-one

Product 1

HCID 1358174466-(N,N-Dimethylamino)-3H-pyrido[3,4-d]pyrimidin-4-oneYield 60%

Procedure

6-Chloro-3H-pyrido[3,4-d]pyrimidin-4-one was reacted with dimethylamine (2.0 molar solution in methanol) in a pressure vessel at 130° C. for 32 hours. The reaction mixture was concentrated in vacuo and the resulting solid washed with ethyl acetate. This solid was heated in 2-propanol to give a suspension, which was filtered. The filtrate was concentrated in vacuo to give the product (60%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. washthe resulting solid washed with ethyl acetate
  3. temperatureThis solid was heated in 2-propanol
  4. customto give a suspension, which
  5. filtrationwas filtered
  6. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-0ce705b678f34f4ca2a48b53b6b39e0a
Source dataset
uspto-grants-2001_01
Patent number
US06169091A

Reaction notes

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