Potassium Carbonate → HCID 22257986, compound

HRID 1611008Notes

Reaction equation

HRID 1611008 reaction equation
Br[CH2:2][C:3]([CH3:5])=[CH2:4].C(=O)([O-])[O-].[K+].[K+].[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]2[S:32][C:24]3[NH:25][C:26](=[O:31])[N:27]([CH3:30])[C:28](=[O:29])[C:23]=3[CH:22]=2)=[CH:16][CH:15]=1>CC(C)=O.[Cl-].[Na+]>[CH3:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:20][C:21]2[S:32][C:24]3[N:25]([CH2:4][C:3]([CH3:5])=[CH2:2])[C:26](=[O:31])[N:27]([CH3:30])[C:28](=[O:29])[C:23]=3[CH:22]=2)=[CH:18][CH:19]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 3577853-Bromo-2-methyl-1-propeneHCID 9861205HCID 9861205, compound

Product 1

HCID 22257986HCID 22257986, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 5234Sodium ChlorideSolvent

Procedure

1-Bromo-2-methyl-2-propene (0.055 ml) was added to a stirred suspension of potassium carbonate (0.203 g) and 6-(4-methoxyphenylmethyl)-3-methylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.15 g) in acetone (5 ml). After 16 h at room temperature, the mixture was diluted with saturated aqueous sodium chloride solution and extracted with ethyl acetate. The organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography over silica, eluting with ethyl acetate:petroleum ether (1:3 then 3:7 then 7:13) to give the title compound (0.11 g).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic extracts were dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by column chromatography over silica
  6. washeluting with ethyl acetate:petroleum ether (1:3

Sources & evidence

ORD record
ord-88573136eaa34af9a2035a139aca7daf
Source dataset
uspto-grants-2006_01
Patent number
US06984644B2

Reaction notes

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