6-Bromoquinoline → HCID 178422846, compound

HRID 1103596Notes

Reaction equation

HRID 1103596 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1[B-](F)(F)F.[K+]>CC#N.CC(=O)[O-].CC(=O)[O-].CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.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.Cc1ccccc1.O.[Cl][Pd][Cl].[K+].[OH-].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 792436-BromoquinolineHCID 178422845HCID 178422845, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 13.16%

Reagents, catalysts & solvents 10

HCID 14797Potassium HydroxideReagentHCID 167845palladium(II) acetateCatalystHCID 11714597Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)CatalystHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 6342AcetonitrileSolventHCID 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-ba74349377754aa48742aaf69f996ec9
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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