6-Bromoquinoline → 6-Bromoquinoline

HRID 2258985Notes

Reaction equation

HRID 2258985 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>C1CCOC1.CC(=O)[O-].CC(=O)[O-].[Na+].[OH-].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>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 4.788%HCID 792436-BromoquinolineYield 61.18%HCID 6207116,6'-BiquinolineYield 4.759%HCID 10751213HCID 10751213, compoundYield 1.969%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 25.214%HCID 178422846HCID 178422846, compoundYield 2.09%

Reagents, catalysts & solvents 4

HCID 14798Sodium HydroxideReagentHCID 11776TriphenylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-c6ed466b1c5942f4a6f7114b419ea3b7
Source dataset
HTE Suzuki coupling dataset

Reaction notes

Loading…