Potassium Carbonate → HCID 20027321, compound

HRID 1722712Notes

Reaction equation

HRID 1722712 reaction equation
[CH2:1]([N:3]([CH2:15][CH3:16])[CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11](F)=[CH:10][CH:9]=1)=[O:7])[CH3:2].[CH2:17]([NH2:20])[C:18]#[CH:19].C(=O)([O-])[O-].[K+].[K+].[F-].[K+]>CS(C)=O.O>[CH2:1]([N:3]([CH2:15][CH3:16])[CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([NH:20][CH2:17][C:18]#[CH:19])=[CH:10][CH:9]=1)=[O:7])[CH3:2]

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 239041PropargylamineHCID 522689Potassium FluorideHCID 822961123685-69-8

Product 1

HCID 20027321HCID 20027321, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

3-(Diethylamino)-1-[4-fluorophenyl]-1-propanone (Pharmazie, 35, H.7 (1980)), 5 g (0.022 mol), is treated with a mixture of propargylamine, 2.47 g (0.045 mol), potassium carbonate, 3.09 g, and potassium fluoride, 1.3 g (0.022 mol), in dimethylsulfoxide between 50° and 100° C. until TLC shows formation of the aminated product is complete. The reaction is poured into water and the solid is collected. Chromatography of the crude material over silica gel affords the desired product.

Workup

  1. customthe solid is collected

Sources & evidence

ORD record
ord-434b57c073924c65af95bf22cfb0e587
Source dataset
uspto-grants-1989_08
Patent number
US04857530

Reaction notes

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