6-Quinolinyl trifluoromethanesulfonate → HCID 178422846, compound

HRID 1101268Notes

Reaction equation

HRID 1101268 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B1OC(C)(C)C(C)(C)O1.O=S(=O)(Oc1ccc2ncccc2c1)C(F)(F)F>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.CC#N.CC(=O)[O-].CC(=O)[O-].CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.[Na+].[OH-].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 152903586-Quinolinyl trifluoromethanesulfonateHCID 134714813HCID 134714813, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 50.25%

Reagents, catalysts & solvents 10

HCID 14798Sodium HydroxideReagentHCID 75806TricyclohexylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 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-10c5aa3f0494472ea69908504a6462dc
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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