Ethanol → 10-bromo-2-carboxymethyloxy-5-methyl-4H-pyrido[3,2,1-jk]carbazole-4-one

HRID 1530965Notes

Reaction equation

HRID 1530965 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]3[CH:24]=[C:23]([CH3:25])[C:22](=[O:26])[C:8]4[CH:9]=[C:10]([O:15][CH2:16][C:17]([O:19]CC)=[O:18])[CH:11]=[C:12]([C:13]=2[CH:14]=1)[C:7]3=4.C(O)C.[OH-].[Na+]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]3[CH:24]=[C:23]([CH3:25])[C:22](=[O:26])[C:8]4[CH:9]=[C:10]([O:15][CH2:16][C:17]([OH:19])=[O:18])[CH:11]=[C:12]([C:13]=2[CH:14]=1)[C:7]3=4

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 1936490610-bromo-2-ethoxycarbonylmethyloxy-5-methyl-4H-pyrido[3,2,1-jk]carbazole-4-one

Product 1

HCID 1936493110-bromo-2-carboxymethyloxy-5-methyl-4H-pyrido[3,2,1-jk]carbazole-4-oneYield 91.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10-bromo-2-ethoxycarbonylmethyloxy-5-methyl-4H-pyrido [3,2,1-jk]carbazole-4-one (200 mg) obtained in Example 52 was suspended in a mixed solution of ethanol (10 ml) and methylene chloride (10 ml), and IN aqueous solution of sodium hydroxide (1 ml) was added to the suspension. The mixture was stirred at room temperature for 90 minutes, and the solvent was evaporated under reduced pressure. To the residue was added water and 1N hydrochloric acid to pH 1, and the crystals precipitated were recovered by filtration to obtain the title compound (170 mg, 91%).

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. additionTo the residue was added water and 1N hydrochloric acid to pH 1
  3. customthe crystals precipitated
  4. filtrationwere recovered by filtration

Sources & evidence

ORD record
ord-277381a9af9c4168bac20d74beee42a5
Source dataset
uspto-grants-2001_03
Patent number
US06197768B1

Reaction notes

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