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

HRID 1105481Notes

Reaction equation

HRID 1105481 reaction equation
CC1(C)OB(c2ccc3ncccc3c2)OC1(C)C.Cc1ccc2c(cnn2C2CCCCO2)c1Br>CC(=O)[O-].CC(=O)[O-].CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.O.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

12

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 63.38%

Reagents, catalysts & solvents 9

HCID 62657Potassium Phosphate, TribasicReagentHCID 80271Tri-o-tolylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent2×HCID 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-1a62c511c4354a2a876ad1dace5ffbf9
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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