6-Bromoquinoline → 6-Bromoquinoline

HRID 2258973Notes

Reaction equation

HRID 2258973 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>CC#N.CC(=O)[O-].CC(=O)[O-].[K+].[OH-].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1.Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1.c1ccc2ncccc2c1.c1cnc2ccc(-c3ccc4ncccc4c3)cc2c1

Participants

11

Reactant 2

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

Product 6

HCID 7047QuinolineYield 0.807%HCID 792436-BromoquinolineYield 68.548%HCID 6207116,6'-BiquinolineYield 3.58%HCID 10751213HCID 10751213, compoundYield 3.535%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 23.419%HCID 178422846HCID 178422846, compoundYield 0.111%

Reagents, catalysts & solvents 3

HCID 14797Potassium HydroxideReagentHCID 167845palladium(II) acetateCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-86e38b101e4b4ee29129948e8aafb19f
Source dataset
HTE Suzuki coupling dataset

Reaction notes

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