Potassium Carbonate → HCID 59749155, compound

HRID 747168Notes

Reaction equation

HRID 747168 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[C:5]([C:13]2[CH:14]=[CH:15][C:16](=[O:19])[NH:17][CH:18]=2)=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:26](I)[CH2:27][CH3:28]>CO>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[C:5]([C:13]2[CH:14]=[CH:15][C:16](=[O:19])[N:17]([CH2:26][CH2:27][CH3:28])[CH:18]=2)=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 59749106HCID 59749106, compound

Product 1

HCID 59749155HCID 59749155, compoundYield 41.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

In a reaction vessel, 5-[2-amino-4-(2-furyl)-5-pyrimidinyl]-1,2-dihydro-2-pyridinone (100 mg, 0.393 mmol) and potassium carbonate (109 mg, 0.787 mmol) were suspended in methanol (2 ml). Then, propyl iodide (134 mg, 0.787 mmol) was added thereto, followed by stirring at 50° C. for 17 hours. After the reaction was terminated, the mixture was concentrated and suspended in dimethylsulfoxide. The insoluble matters were removed by filtration and the resulting filtrate was purified by HPLC, to give the title compound (48 mg, 41%) as a pale yellow solid.

Workup

  1. customAfter the reaction was terminated
  2. concentrationthe mixture was concentrated
  3. customThe insoluble matters were removed by filtration
  4. customthe resulting filtrate was purified by HPLC

Sources & evidence

ORD record
ord-5fd1413062554508ae6e815e004fe8bd
Source dataset
uspto-grants-2008_07
Patent number
US07396836B2

Reaction notes

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