Boron tribromide → HCID 19364883, compound

HRID 850794Notes

Reaction equation

HRID 850794 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:28])[C:18]([CH2:20][C:21]5[CH:22]=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=5)=[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.C(=O)([O-])O.[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:28])[C:18]([CH2:20][C:21]5[CH:22]=[N:23][CH:24]=[C:25]([CH3:27])[CH:26]=5)=[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 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 19364894HCID 19364894, compound

Product 1

HCID 19364883HCID 19364883, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9-bromo-2-methoxy-5-(5-methyl-3-pyridylmethyl)-4H-pyrido[3,2,1-jk]carbazole-4-one (302 mg) produced in Example 123 was suspended in anhydrous methylene chloride (80 ml), and boron tribromide (0.33 ml) was added dropwise at room temperature. After stirring at room temperature for 3 hours, the reaction mixture was poured into ice water (100 ml) and saturated aqueous solution of sodium hydrogencarbonate was added thereto until the termination of foaming. 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 (227 mg, 78%).

Workup

  1. additionwas added
  2. customThe crystals precipitated
  3. filtrationwere recovered by filtration
  4. customThe thus obtained crude crystals
  5. washwere washed with ethanol and ether in succession

Sources & evidence

ORD record
ord-5380bfefb6db4627923d0cf5ededb247
Source dataset
uspto-grants-2000_01
Patent number
US06018046

Reaction notes

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