Dimethylamine → HCID 19390884, compound

HRID 1756668Notes

Reaction equation

HRID 1756668 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

Reactant 2

HCID 674DimethylamineHCID 70230194-(4-Fluorobenzoyl)pyridine

Product 1

HCID 19390884HCID 19390884, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

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-a7e69efce83c4662ac7ebafd1538dfe5
Source dataset
uspto-grants-1995_08
Patent number
US05441967

Reaction notes

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