Dimethylformamide → HCID 22024352, compound

HRID 1793086Notes

Reaction equation

HRID 1793086 reaction equation
[Br:1][C:2]1[C:3]2[N:4]([CH:8]=[C:9]([CH2:11][CH3:12])[N:10]=2)[CH:5]=[N:6][CH:7]=1.P(Cl)(Cl)(Cl)=O.CN(C)[CH:20]=[O:21]>>[Br:1][C:2]1[C:3]2[N:4]([C:8]([CH:20]=[O:21])=[C:9]([CH2:11][CH3:12])[N:10]=2)[CH:5]=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 22024358HCID 22024358, compound

Product 1

HCID 22024352HCID 22024352, compound

Procedure

8-Bromo-2-ethylimidazo[1,2-c]pyrimidine (1.0 g) was added to a mixture of phosphorus oxychloride (1.2 mL) and N,N-dimethylformamide (4.4 mL) at room temperature. The mixture was heated under stirring as it was at 80° C. for 1 day. After cooled to room temperature, it was poured slowly on ice. The material was extracted with ethyl acetate and washed with water, and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:5) to give the title compound (0.5 g) as white crystals.

Workup

  1. temperatureThe mixture was heated
  2. additionit was poured slowly on ice
  3. extractionThe material was extracted with ethyl acetate
  4. washwashed with water
  5. customthe solvent was evaporated
  6. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:5)

Sources & evidence

ORD record
ord-3cca3e00bbc64b42a99f319374361cd1
Source dataset
uspto-grants-2006_07
Patent number
US07078405B2

Reaction notes

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