1-Bromo-2-butanone → HCID 23158313, compound

HRID 601680Notes

Reaction equation

HRID 601680 reaction equation
Br[CH2:2][C:3](=O)[CH2:4][CH3:5].[NH2:7][C:8]1[N:13]=[CH:12][C:11]([I:14])=[CH:10][N:9]=1>C(O)C>[CH2:4]([C:3]1[N:7]=[C:8]2[N:13]=[CH:12][C:11]([I:14])=[CH:10][N:9]2[CH:2]=1)[CH3:5]

Participants

4

Reactant 2

HCID 131561-Bromo-2-butanoneHCID 2411022-Amino-5-iodopyrimidine

Product 1

HCID 23158313HCID 23158313, compoundYield 8.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

755 mg of 1-bromo-2-butanone was dissolved in 15 ml of ethanol, 1.0 g of 2-amino-5-iodopyrimidine was added and the mixture was stirred all night by heating under reflux. After cooling down to room temperature, the solvents were distilled outunder reflux, ethyl acetate followed by saturated sodium bicarbonate aqueous solution were added. Organic layer was dried with anhydrous sodium sulfate, and the solvents were distilled outunder reduced pressure. The obtained residues were purified by silicagel column chromatography (ethyl acetate) to obtain 110 mg of the above compound as a white solid.

Workup

  1. temperatureby heating
  2. temperatureunder reflux
  3. distillationthe solvents were distilled
  4. temperatureoutunder reflux
  5. additionwere added
  6. dry with materialOrganic layer was dried with anhydrous sodium sulfate
  7. distillationthe solvents were distilled outunder reduced pressure
  8. customThe obtained residues were purified by silicagel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-fc32c2dcf1c54a77b50c681ef181abe9
Source dataset
uspto-grants-2011_03
Patent number
US07902369B2

Reaction notes

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