Acetic Acid → HCID 21183735, compound

HRID 1384805Notes

Reaction equation

HRID 1384805 reaction equation
[CH2:1]([N:3]1[C:11]2[CH:10]=[CH:9][C:8]([F:12])=[CH:7][C:6]=2[C:5]2[C:13](CC#N)=[N:14][N:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:16](=[O:17])[C:4]1=2)[CH3:2].Cl.[C:28]([OH:31])(=[O:30])[CH3:29]>O>[CH2:1]([N:3]1[C:11]2[CH:10]=[CH:9][C:8]([F:12])=[CH:7][C:6]=2[C:5]2[C:13]([CH2:29][C:28]([OH:31])=[O:30])=[N:14][N:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:16](=[O:17])[C:4]1=2)[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 21183731HCID 21183731, compound

Product 1

HCID 21183735HCID 21183735, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 5.8 g (16.8 mmol) of 5-ethyl-8-fluoro-4-oxo-3-phenyl-3,5-dihydro-4H-pyridazino[4,5-b]indole-1-acetonitrile in 200 ml of a 1/1 mixture of concentrated hydrochloric acid and of glacial acetic acid is heated at reflux for 2 h. The solution is cooled, 100 ml of water are added and the insoluble material is collected by filtration and washed copiously with water and with ether on sintered glass. After drying in an oven, 5.2 g (15 mmol) of a white solid are obtained, which solid is used as is in the following stage.

Workup

  1. temperatureat reflux for 2 h
  2. temperatureThe solution is cooled
  3. filtrationthe insoluble material is collected by filtration
  4. washwashed copiously with water and with ether on sintered glass
  5. customAfter drying in an oven

Sources & evidence

ORD record
ord-74f0cb63b8f2419c8a32f067c0a5b7e1
Source dataset
uspto-grants-2001_07
Patent number
US06262045B1

Reaction notes

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