6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline → HCID 178422846, compound

HRID 1105310Notes

Reaction equation

HRID 1105310 reaction equation
CC1(C)OB(c2ccc3ncccc3c2)OC1(C)C.Cc1ccc2c(cnn2C2CCCCO2)c1Br>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.[Na+].[OH-].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 162177846-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinolineHCID 71307646HCID 71307646, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 64.14%

Reagents, catalysts & solvents 10

HCID 14798Sodium HydroxideReagentHCID 11776TriphenylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 8028TetrahydrofuranSolventHCID 88641,3-DiethylbenzeneSolventHCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-0edd8fbd0b594ba0ab58920af27f91f5
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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