6-Iodoquinoline → HCID 178422846, compound

HRID 1103524Notes

Reaction equation

HRID 1103524 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1[B-](F)(F)F.Ic1ccc2ncccc2c1.[K+]>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.CO.Cc1ccccc1.O.O=C([O-])O.[Cl][Pd][Cl].[Na+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 203985536-IodoquinolineHCID 178422845HCID 178422845, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 70.14%

Reagents, catalysts & solvents 10

HCID 516892Sodium BicarbonateReagentHCID 167845palladium(II) acetateCatalystHCID 11714597Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)CatalystHCID 887MethanolSolventHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 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-2459f4a2ce6c42ecafb9f28ca3045707
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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