6-Iodoquinoline → HCID 178422846, compound

HRID 1103513Notes

Reaction equation

HRID 1103513 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1[B-](F)(F)F.Ic1ccc2ncccc2c1.[K+]>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC(=O)[O-].CC(=O)[O-].CC(C)(C)[O-].CCCCCC.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.CO.Cc1ccccc1.O.[Li+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

14

Reactant 2

HCID 203985536-IodoquinolineHCID 178422845HCID 178422845, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 73.72%

Reagents, catalysts & solvents 11

HCID 236647642-Propanol, 2-methyl-, lithium salt (1:1)ReagentHCID 75806TricyclohexylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 8058HexaneSolventHCID 88641,3-DiethylbenzeneSolventHCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-669b36e58cca436781320ba68a9e539e
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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