HCID 22024658, compound → HCID 22024358, compound

HRID 1793085Notes

Reaction equation

HRID 1793085 reaction equation
[Br:1][C:2]1[C:3]2[N:4]([CH2:8][CH:9]([CH2:11][CH3:12])[N:10]=2)[CH:5]=[N:6][CH:7]=1>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[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

Participants

4

Reactant 1

HCID 22024658HCID 22024658, compound

Product 1

HCID 22024358HCID 22024358, compoundYield 43.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

8-Bromo-2-ethyl-2,3-dihydroimidazo[1,2-c]pyrimidine (3.0 g) was dissolved in toluene (60 mL), then activated manganese(IV) dioxide (3.5 g) was added thereto, and the mixture was heated under stirring at 90° C. for 1 day. Manganese(IV) oxide was filtered off through Celite, and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:10) to give the title compound (1.3 g) as white crystals.

Workup

  1. temperaturethe mixture was heated
  2. filtrationManganese(IV) oxide was filtered off through Celite
  3. customthe solvent was evaporated
  4. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:10)

Sources & evidence

ORD record
ord-f6be0fdcc7454cd9853af08eab5f7538
Source dataset
uspto-grants-2006_07
Patent number
US07078405B2

Reaction notes

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