6-Bromoquinoline → 6-Bromoquinoline

HRID 2258916Notes

Reaction equation

HRID 2258916 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>CC#N.CC(=O)[O-].CC(=O)[O-].Cc1ccccc1P(c1ccccc1C)c1ccccc1C.O=P([O-])([O-])[O-].[K+].[K+].[K+].[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 1.112%HCID 792436-BromoquinolineYield 65.161%HCID 6207116,6'-BiquinolineYield 6.282%HCID 10751213HCID 10751213, compoundYield 2.148%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 25.106%HCID 178422846HCID 178422846, compoundYield 0.191%

Reagents, catalysts & solvents 4

HCID 62657Potassium Phosphate, TribasicReagentHCID 80271Tri-o-tolylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-cca8de29c7e34d11a8b95c882d10cdb9
Source dataset
HTE Suzuki coupling dataset

Reaction notes

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