Dimethylformamide dimethyl acetal → HCID 23073502, compound

HRID 2368776Notes

Reaction equation

HRID 2368776 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[N:8][CH:9]=1)(=[O:3])[CH3:2].CO[CH:12](OC)[N:13]([CH3:15])[CH3:14]>C(O)(C)C>[CH3:12][N:13]([CH3:15])/[CH:14]=[CH:2]/[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[N:8][CH:9]=1)=[O:3]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 5723081-(5-Pyrimidinyl)ethanone

Product 1

HCID 23073502HCID 23073502, compoundYield 68.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

5-Acetylpyrimidine (1 g, 8.2 mmol) and N,N-dimethylformamide dimethyl acetal (1.3 g, 11 mmol) were dissolved in 20 mL of isopropanol. The solution was stirred at 100° C. for 24 hours, cooled to room temperature, and concentrated under reduced pressure. Ethyl ether was then added to the residue. After being cooled in an ice bath for a couple of hours, the solid was collected by filtration, rinsed with cold ethyl ether, dried in vacuum to obtain 1 g (59% yield) of the title compound. MS (M+1)=178.0.

Workup

  1. temperaturecooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionEthyl ether was then added to the residue
  4. temperatureAfter being cooled in an ice bath for a couple of hours
  5. filtrationthe solid was collected by filtration
  6. washrinsed with cold ethyl ether
  7. customdried in vacuum

Sources & evidence

ORD record
ord-3527012aacd341e8a1b0a363e46caa0e
Source dataset
uspto-grants-2014_04
Patent number
US08703771B2

Reaction notes

Loading…