6-Bromoquinoline → 6-Bromoquinoline

HRID 2259105Notes

Reaction equation

HRID 2259105 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>CC(=O)[O-].CC(=O)[O-].CN(C)C=O.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.[Na+].[OH-].[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 2.781%HCID 792436-BromoquinolineYield 65.067%HCID 6207116,6'-BiquinolineYield 4.182%HCID 10751213HCID 10751213, compoundYield 1.736%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 26.233%HCID 178422846HCID 178422846, compoundYield 0%

Reagents, catalysts & solvents 4

HCID 14798Sodium HydroxideReagentHCID 80271Tri-o-tolylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-0cc87f74188b4760b01760fb08513c33
Source dataset
HTE Suzuki coupling dataset

Reaction notes

Loading…