6-Bromoquinoline → 6-Bromoquinoline

HRID 2259147Notes

Reaction equation

HRID 2259147 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>CC(=O)[O-].CC(=O)[O-].CN(C)C=O.[CH]1[CH][CH]C(P(c2ccccc2)c2ccccc2)[CH]1.[CH]1[CH][CH]C(P(c2ccccc2)c2ccccc2)[CH]1.[Cs+].[F-].[Fe].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1.Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1.c1ccc2ncccc2c1.c1cnc2ccc(-c3ccc4ncccc4c3)cc2c1

Participants

12

Reactant 2

HCID 792436-BromoquinolineHCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acid

Product 6

HCID 7047QuinolineYield 0%HCID 792436-BromoquinolineYield 70.228%HCID 6207116,6'-BiquinolineYield 0%HCID 10751213HCID 10751213, compoundYield 2.1%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 27.672%HCID 178422846HCID 178422846, compoundYield 0%

Reagents, catalysts & solvents 4

HCID 25953Cesium fluorideReagentHCID 167845palladium(II) acetateCatalystHCID 178477755HCID 178477755, compoundCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-afdcd9e6d8a1449eb189234006e38661
Source dataset
HTE Suzuki coupling dataset

Reaction notes

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