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

HRID 1105105
Notes
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Reaction equation

HRID 1105105 reaction equation
CC1(C)OB(c2ccc3ncccc3c2)OC1(C)C.Cc1ccc2c(cnn2C2CCCCO2)c1Br>CC(=O)[O-].CC(=O)[O-].CC(C)(C)P(C(C)(C)C)C(C)(C)C.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.CO.Cc1ccccc1.O.[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1
ParticipantsConditionsSources & evidenceReaction notes

Participants

12

Reactant 2

HCID 162177846-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinolineHCID 713076464-Bromo-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Product 1

HCID 178422846HCID 178422846, compoundYield 24.84%

Reagents, catalysts & solvents 9

HCID 83681Tris(1,1-dimethylethyl)phosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 887MethanolSolventHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 8864

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-3e1ce95106c544e0843f6953a81c6161
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
DOI
10.1126/science.aap9112
Original link
View source

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes
1,3-Diethylbenzene
Solvent
HCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard