6-Bromoquinoline → 6-Bromoquinoline

HRID 2258874Notes

Reaction equation

HRID 2258874 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>CC(=O)[O-].CC(=O)[O-].CO.O=C([O-])O.[Na+].[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 3.687%HCID 792436-BromoquinolineYield 42.42%HCID 6207116,6'-BiquinolineYield 6.337%HCID 10751213HCID 10751213, compoundYield 3.726%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 14.32%HCID 178422846HCID 178422846, compoundYield 29.148%

Reagents, catalysts & solvents 3

HCID 516892Sodium BicarbonateReagentHCID 167845palladium(II) acetateCatalystHCID 887MethanolSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-a3b4bae39db14c42b5b0c3f98ac57755
Source dataset
HTE Suzuki coupling dataset

Reaction notes

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