HCID 22249494, compound → HCID 22249612, compound

HRID 890204Notes

Reaction equation

HRID 890204 reaction equation
[CH2:1]([CH:3]([N:6]1[C:18]2[C:17]3[CH:16]=[CH:15][C:14]([I:19])=[CH:13][C:12]=3[N:11]=[C:10]([C:20]3C(C)=CC(C)=CC=3C)[C:9]=2[CH2:8][CH2:7]1)[CH2:4][CH3:5])[CH3:2]>C1(C)C=CC=CC=1.C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH2:1]([CH:3]([N:6]1[C:18]2[C:17]3[CH:16]=[CH:15][C:14]([I:19])=[CH:13][C:12]=3[N:11]=[C:10]([CH3:20])[C:9]=2[CH:8]=[CH:7]1)[CH2:4][CH3:5])[CH3:2]

Participants

5

Reactant 1

HCID 22249494HCID 22249494, compound

Product 1

HCID 22249612HCID 22249612, compoundYield 84.6%

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolventHCID 6344DichloromethaneSolvent

Procedure

Activated manganese dioxide (45 mg, 0.51 mmol) was added to a solution of 1-(1-ethylpropyl)-7-iodo-4-mesityl-2,3-dihydro-1H-pyrrolo[3,2-c]quinoline (39 mg, 0.10 mmol) in toluene (4.0 mL) and methylene chloride (4.0 mL), followed by heating under reflux for one day. The mixture was filtered through Celite and evaporated, to give the title compound (32 mg) as pale yellow crystals.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for one day
  3. filtrationThe mixture was filtered through Celite
  4. customevaporated

Sources & evidence

ORD record
ord-0cafb3d01ebc4d17b2fb9df1005dddc6
Source dataset
uspto-grants-2006_02
Patent number
US06995163B2

Reaction notes

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