6-Bromoquinoline → 6-Bromoquinoline

HRID 2258994Notes

Reaction equation

HRID 2258994 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CN(C)c1ccc(P(C(C)(C)C)C(C)(C)C)cc1.O=C([O-])O.[Na+].[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 2.992%HCID 792436-BromoquinolineYield 63.76%HCID 6207116,6'-BiquinolineYield 6.345%HCID 10751213HCID 10751213, compoundYield 1.671%HCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acidYield 25.126%HCID 178422846HCID 178422846, compoundYield 0.106%

Reagents, catalysts & solvents 4

HCID 516892Sodium BicarbonateReagentHCID 167845palladium(II) acetateCatalystHCID 11714598(4-(N,N-Dimethylamino)phenyl)di-tert-butyl phosphineCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-dac95f9d171c411ab20ce8ec2d50e226
Source dataset
HTE Suzuki coupling dataset

Reaction notes

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