1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 10084932, compound

HRID 1081340Notes

Reaction equation

HRID 1081340 reaction equation
[CH:1]([CH2:3][N:4]([CH3:22])[C:5]([C:7]1[C:12]([C:13](=O)[C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)=[CH:11][CH:10]=[CH:9][N:8]=1)=[O:6])=[O:2].N12CCCN=C1CCCCC2>C1(C)C=CC=CC=1>[CH3:22][N:4]1[C:3]([CH:1]=[O:2])=[C:13]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[C:12]2[C:7](=[N:8][CH:9]=[CH:10][CH:11]=2)[C:5]1=[O:6]

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 10266566HCID 10266566, compound

Product 1

HCID 10084932HCID 10084932, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of the compound obtained in Step 4 (3.0 g), toluene (60 ml) and 1,8-diazabicyclo [5.4.0]undec-7-ene (0.3 ml) was stirred for 30 minutes under reflux. The mixture was cooled, and the crystals separated were collected by filtration, washed with ethyl ether to give 7,8-dihydro-7-methyl-5-(4-methylphenyl)-8-oxo-6-pyrido[3,4-b]pyridinecarboxaldehyde as pale yellow crystals (1.98 g).

Workup

  1. temperatureunder reflux
  2. temperatureThe mixture was cooled
  3. customthe crystals separated
  4. filtrationwere collected by filtration
  5. washwashed with ethyl ether

Sources & evidence

ORD record
ord-4fd0b807ced24d7185ff1b157d894caa
Source dataset
uspto-grants-1996_12
Patent number
US05585385

Reaction notes

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