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

HRID 1104351Notes

Reaction equation

HRID 1104351 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1Br.Cl.OB(O)c1ccc2ncccc2c1>CC(=O)[O-].CC(=O)[O-].CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)c1ccc(P(C(C)(C)C)C(C)(C)C)cc1.CN(C)c1ccc(P(C(C)(C)C)C(C)(C)C)cc1.CO.Cc1ccccc1.O.[Cl][Pd][Cl].[Na+].[OH-].[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 47.31%

Reagents, catalysts & solvents 9

HCID 14798Sodium HydroxideReagentHCID 167845palladium(II) acetateCatalystHCID 11714597Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)CatalystHCID 887MethanolSolventHCID 962WaterSolvent3×HCID 1140TolueneSolventHCID 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-940055d4a2ca4eb4b8ef6b39aabe4f39
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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