Potassium Fluoride → 6,7-Dichloro-2-isopropyl-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline

HRID 584648Notes

Reaction equation

HRID 584648 reaction equation
Cl[C:2]1[C:11]([CH:12]([CH3:14])[CH3:13])=[N:10][C:9]2[C:4](=[CH:5][C:6]([Cl:16])=[C:7]([Cl:15])[CH:8]=2)[N:3]=1.[F-].[K+].[SH:19][C:20]1[S:21][C:22]([CH3:25])=[N:23][N:24]=1>CN(C=O)C>[Cl:16][C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][C:7]=1[Cl:15])[N:10]=[C:11]([CH:12]([CH3:14])[CH3:13])[C:2]([S:19][C:20]1[S:21][C:22]([CH3:25])=[N:23][N:24]=1)=[N:3]2

Participants

5

Reactant 3

HCID 522689Potassium FluorideHCID 223410512,6,7-Trichloro-3-isopropylquinoxalineHCID 178434161HCID 178434161, compound

Product 1

HCID 98642016,7-Dichloro-2-isopropyl-3-(5-methyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2,6,7-trichloro-3-isopropylquinoxaline (51 mg, 0.18 mmol) in DMF (4 ml) was added potassium fluoride 40% wt on alumina (80 mg, 0.55 mmol) followed by 2-mercapto-5-methyl-1,3,4-thiadiazole (26 mg, 0.20 mmol). The reaction mixture was stirred at room temperature overnight. The product was purified by flash column chromatography using ethyl acetate:hexanes 1:5 affording the title compound as a white solid.

Workup

  1. customThe product was purified by flash column chromatography

Sources & evidence

ORD record
ord-f6afe376d81e4ddd87a94e5564cb454a
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

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