Sodium Hydroxide → HCID 19364926, compound

HRID 1530993Notes

Reaction equation

HRID 1530993 reaction equation
[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6]4=[C:7]([C:17](=[O:20])[CH:18]=[CH:19][N:5]4[C:4]=2[CH:3]=1)[CH:8]=[C:9]([O:15]C)[CH:10]=3.B(Br)(Br)Br.[OH-].[Na+]>C(Cl)Cl>[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6]4=[C:7]([C:17](=[O:20])[CH:18]=[CH:19][N:5]4[C:4]=2[CH:3]=1)[CH:8]=[C:9]([OH:15])[CH:10]=3

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 25134Boron tribromideHCID 21252869HCID 21252869, compound

Product 1

HCID 19364926HCID 19364926, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

9-bromo-2-methoxy-4H-pyrido[3,2,1-jk]carbazole-4-one (650 mg) produced in Example 116 was suspended in anhydrous methylene chloride (50 ml), and a solution of boron tribromide in methylene chloride (1M, 12 ml) was added dropwise at room temperature. The mixture was heated under reflux for 14 hours, and the reaction mixture was poured into 1N aqueous solution of sodium hydroxide (100 ml), and the crystals precipitated were recovered by filtration. The thus obtained crude crystals were washed with ethanol and ether in succession to obtain the title compound (380 mg, 61%).

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 14 hours
  3. customthe crystals precipitated
  4. filtrationwere recovered by filtration
  5. customThe thus obtained crude crystals
  6. washwere washed with ethanol and ether in succession

Sources & evidence

ORD record
ord-57496cad3e9c497e8c19ba9977fa3223
Source dataset
uspto-grants-2001_03
Patent number
US06197768B1

Reaction notes

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