Methylamine → 3-(4-Fluorophenyl)-5-isopropyl-1-methyl-2-phenyl-pyrrole

HRID 981586Notes

Reaction equation

HRID 981586 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:17][C:18](=O)[CH:19]([CH3:21])[CH3:20])[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)=[CH:4][CH:3]=1.[CH3:23][NH2:24]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:17]=[C:18]([CH:19]([CH3:21])[CH3:20])[N:24]([CH3:23])[C:9]=2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 143002712-(4-Fluorophenyl)-5-methyl-1-phenylhexane-1,4-dione

Product 1

HCID 143002723-(4-Fluorophenyl)-5-isopropyl-1-methyl-2-phenyl-pyrrole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.98 g (10 mmol) of 2-(4-fluorophenyl)-5-methyl1-phenyl-hexane-1,4-dione (Example 2) are heated at 80° C. in 10 ml of 40% strength aqueous methylamine solution, and about 14 ml of ethanol are added so that a clear solution forms. The solution is heated under reflux for a further 30 minutes and, after cooling, the precipitate is filtered off with suction. This is washed with a little ethanol and dried over phosphorus pentoxide in a vacuum desiccator.

Workup

  1. additionare added so that a clear solution forms
  2. temperatureThe solution is heated
  3. temperatureunder reflux for a further 30 minutes
  4. temperatureafter cooling
  5. filtrationthe precipitate is filtered off with suction
  6. washThis is washed with a little ethanol
  7. dry with materialdried over phosphorus pentoxide in a vacuum desiccator

Sources & evidence

ORD record
ord-b9dcd9ac495345faae6228af2fee2c4c
Source dataset
uspto-grants-1991_02
Patent number
US04992462

Reaction notes

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