6-Bromoquinoline → 6-Bromoquinoline

HRID 2258876Notes

Reaction equation

HRID 2258876 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>CC(=O)[O-].CC(=O)[O-].CO.O=P([O-])([O-])[O-].[K+].[K+].[K+].[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 3.272%HCID 792436-BromoquinolineYield 45.37%HCID 6207116,6'-BiquinolineYield 6.61%HCID 10751213HCID 10751213, compoundYield 2.536%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 16.168%HCID 178422846HCID 178422846, compoundYield 26.044%

Reagents, catalysts & solvents 3

HCID 62657Potassium Phosphate, TribasicReagentHCID 167845palladium(II) acetateCatalystHCID 887MethanolSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-e94642c6a24d4806818914918565eb6e
Source dataset
HTE Suzuki coupling dataset

Reaction notes

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