Sodium Hydroxide → HCID 15886913, compound

HRID 850738Notes

Reaction equation

HRID 850738 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]3[CH:24]=[C:23]([CH2:25][C:26]4[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=4)[C:22](=[O:32])[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.[OH-].[Na+]>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]3[CH:24]=[C:23]([CH2:25][C:26]4[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=4)[C:22](=[O:32])[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

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15886912HCID 15886912, compound

Product 1

HCID 15886913HCID 15886913, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

10-bromo-2-ethoxycarbonylmethyloxy-5-(3-pyridylmethyl)-4H-pyrido[3,2,1-jk]carbazole-4-one (2 g) obtained in Example 5 was suspended in ethanol (100 ml), and to the suspension was added 1N aqueous solution of sodium hydroxide (20 ml), and the mixture was stirred at room temperature for 12 hours. After evaporate the solvent under reduced pressure, 4N sodium hydroxide and methylene chloride were added to the residue for phase separation. To the aqueous layer was added 4N hydrochloric acid to a pH of 6, and the precipitated crystals were recovered by filtration to obtain the title compound (1.8 g, 96%).

Workup

  1. customAfter evaporate the solvent under reduced pressure, 4N sodium hydroxide and methylene chloride
  2. additionwere added to the residue for phase separation
  3. additionTo the aqueous layer was added 4N hydrochloric acid to a pH of 6
  4. filtrationthe precipitated crystals were recovered by filtration

Sources & evidence

ORD record
ord-e7445d72561a4abc9ba93ac7e897a7f0
Source dataset
uspto-grants-2000_01
Patent number
US06018046

Reaction notes

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