Ethanol → HCID 19364894, compound

HRID 1530997Notes

Reaction equation

HRID 1530997 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])[CH2:18][CH2:19][N:5]4[C:4]=2[CH:3]=1)[CH:8]=[C:9]([O:15][CH3:16])[CH:10]=3.[OH-].[Na+].[CH2:23](O)[CH3:24]>O>[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6]4=[C:7]([C:17](=[O:20])[C:18]([CH2:13][C:12]5[CH:4]=[N:5][CH:6]=[C:23]([CH3:24])[CH:11]=5)=[CH:19][N:5]4[C:4]=2[CH:3]=1)[CH:8]=[C:9]([O:15][CH3:16])[CH:10]=3

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 9905551HCID 9905551, compound

Product 1

HCID 19364894HCID 19364894, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9-bromo-5,6-dihydro-2-methoxy-4H-pyrido[3,2,1-jk]carbazole-4-one (300 mg) obtained in Example 101, step 6 was suspended in ethanol (18 ml), and 5-methylnicotinic aldehyde (176 mg) prepared in accordance with the procedure described in J.O.C., 53, 3513 (1988) and sodium hydroxide (291 mg) dissolved in water (1.5 ml) were added to the suspension at room temperature. The mixture was stirred at room temperature for 12 hours, and approximately half of the solvent was evaporated under reduced pressure. The crystals precipitated were recovered by filtration, and washed with water, ethanol and ether in succession to obtain the title compound (312 mg, 79%).

Workup

  1. additionwere added to the suspension at room temperature
  2. customapproximately half of the solvent was evaporated under reduced pressure
  3. customThe crystals precipitated
  4. filtrationwere recovered by filtration
  5. washwashed with water, ethanol and ether in succession

Sources & evidence

ORD record
ord-540dde661d7141b182904bebc822952b
Source dataset
uspto-grants-2001_03
Patent number
US06197768B1

Reaction notes

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