6-Bromoquinoline → HCID 178422846, compound

HRID 2258829Notes

Reaction equation

HRID 2258829 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>CC(=O)[O-].CC(=O)[O-].CCCCP([C@]12C[C@H]3C[C@H](C[C@H](C3)C1)C2)[C@]12C[C@H]3C[C@H](C[C@H](C3)C1)C2.CO.[K+].[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 4.081%HCID 792436-BromoquinolineYield 27.828%HCID 6207116,6'-BiquinolineYield 6.039%HCID 10751213HCID 10751213, compoundYield 2.128%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 8.371%HCID 178422846HCID 178422846, compoundYield 51.552%

Reagents, catalysts & solvents 4

HCID 14797Potassium HydroxideReagentHCID 167845palladium(II) acetateCatalystHCID 178454859HCID 178454859, compoundCatalystHCID 887MethanolSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-1c246513580c4001a92e26b209f9b261
Source dataset
HTE Suzuki coupling dataset

Reaction notes

Loading…