Dimethylamine → HCID 19390884, compound

HRID 1645863Notes

Reaction equation

HRID 1645863 reaction equation
F[C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[CH3:16][NH:17][CH3:18]>C(OCC)(=O)C>[CH3:16][N:17]([CH3:18])[C:2]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Procedure

A mixture consisting of 2.38 g of 4-(4-fluorobenzoyl)pyridine and 7 ml of 50% aqueous dimethylamine solution was stirred for 24 hours at room temperature, followed by addition of 100 ml of ethyl acetate. The mixture was washed with a saturated aqueous solution of sodium hydrogen carbonate and the organic layer was dried over anhydrous sodium sulfate. The solvent was then distilled off and the residue was recrystallized from ethanol-ethyl acetate to give 1.1 g of 4-(4-dimethylaminobenzoyl)pyridine as pale yellow crystals melting at 122°-124° C.

Workup

  1. washThe mixture was washed with a saturated aqueous solution of sodium hydrogen carbonate
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. distillationThe solvent was then distilled off
  4. customthe residue was recrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-733de1910ad2446e8f6c248a194824eb
Source dataset
uspto-grants-1993_01
Patent number
US05177087

Reaction notes

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