6-Bromoquinoline → HCID 178422846, compound

HRID 2258838Notes

Reaction equation

HRID 2258838 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>CC(=O)[O-].CC(=O)[O-].CO.COc1cccc(OC)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1.O=C([O-])[O-].[Cs+].[Cs+].[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 7.803%HCID 792436-BromoquinolineYield 17.573%HCID 6207116,6'-BiquinolineYield 11.462%HCID 10751213HCID 10751213, compoundYield 1.931%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 7.79%HCID 178422846HCID 178422846, compoundYield 53.441%

Reagents, catalysts & solvents 4

HCID 10796Cesium carbonateReagentHCID 167845palladium(II) acetateCatalystHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylCatalystHCID 887MethanolSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-22dd70537266411189f94e4439bb8f33
Source dataset
HTE Suzuki coupling dataset

Reaction notes

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