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

HRID 1104338
Notes
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Reaction equation

HRID 1104338 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1Br.Cl.OB(O)c1ccc2ncccc2c1>CC(=O)[O-].CC(=O)[O-].CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CO.Cc1ccccc1.O.[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1
ParticipantsConditionsSources & evidenceReaction notes

Participants

11

Reactant 2

HCID 44119111Boronic acid, B-6-quinolinyl-, hydrochloride (1:1)HCID 713076464-Bromo-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Product 1

HCID 178422846HCID 178422846, compoundYield 54.63%

Reagents, catalysts & solvents 8

HCID 11776TriphenylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 887MethanolSolventHCID 962WaterSolvent3×HCID 1140TolueneSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 88641,3-DiethylbenzeneSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-d025aad11bdb4bef9082b6215259b51e
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
HCID 74195
4,4'-Bis(1,1-dimethylethyl)-1,1'-biphenyl
Internal standard