Boron tribromide → HCID 19364856, compound

HRID 1531000Notes

Reaction equation

HRID 1531000 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:27])[C:18]([CH2:20][C:21]5[CH:22]=[N:23][CH:24]=[N:25][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:27])[C:18]([CH2:20][C:21]5[CH:26]=[N:25][CH:24]=[N:23][CH:22]=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 19364891HCID 19364891, compound

Product 1

HCID 19364856HCID 19364856, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9-bromo-2-methoxy-5-(5-pyrimidylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-one (260 mg) produced in Example 125 was suspended in anhydrous methylene chloride (16 ml), and boron tribromide (3.7 ml) was added dropwise at room temperature. After stirring at room temperature for 3 hours, the reaction mixture was poured into ice water 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 (250 mg, 99%).

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-4699caa0af194280ae5af61468963901
Source dataset
uspto-grants-2001_03
Patent number
US06197768B1

Reaction notes

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