Boronic acid, B-6-quinolinyl-, hydrochloride (1:1) → HCID 178422846, compound

HRID 1104717Notes

Reaction equation

HRID 1104717 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1Br.Cl.OB(O)c1ccc2ncccc2c1>CC(=O)[O-].CC(=O)[O-].CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

12

Reactant 2

HCID 44119111Boronic acid, B-6-quinolinyl-, hydrochloride (1:1)HCID 71307646HCID 71307646, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 44.4%

Reagents, catalysts & solvents 9

HCID 62657Potassium Phosphate, TribasicReagentHCID 167845palladium(II) acetateCatalystHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylCatalystHCID 962WaterSolvent3×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 88641,3-DiethylbenzeneSolventHCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-8b6b16f262fb4597a89363ac38531c13
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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