Dimethylformamide → 1-phenyl-8-fluoro-3-(1H-1,2,4-triazol-1-yl-methyl)-2-(1H)quinolone

HRID 1108974Notes

Reaction equation

HRID 1108974 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:9](=[O:18])[C:8]([CH2:19]Br)=[CH:7]2.N1C=[CH:24][N:23]=[N:22]1.[Na].[CH3:27][N:28](C)C=O>>[C:12]1([N:10]2[C:11]3[C:6](=[CH:5][CH:4]=[CH:3][C:2]=3[F:1])[CH:7]=[C:8]([CH2:19][N:23]3[CH:24]=[N:28][CH:27]=[N:22]3)[C:9]2=[O:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 190216381-phenyl-8-fluoro-3-bromomethyl-2(1H)-quinoloneHCID 178507080HCID 178507080, compound

Product 1

HCID 190216281-phenyl-8-fluoro-3-(1H-1,2,4-triazol-1-yl-methyl)-2-(1H)quinolone

Procedure

Following the procedure of example 22, react 8-fluoro-1-phenyl-3-bromomethyl-2(1H)-quinolone with sodium triazole in dimethylformamide. Chromatograph to obtain the major product, 1-phenyl-8-fluoro-3-(1H-1,2,4-triazol-1-yl-methyl)-2-(1H)quinolone.

Sources & evidence

ORD record
ord-1d306289d47d404b8bef78abbf7022cd
Source dataset
uspto-grants-1994_06
Patent number
US05318971

Reaction notes

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