6-Quinolinyl trifluoromethanesulfonate → HCID 178422846, compound

HRID 1100618Notes

Reaction equation

HRID 1100618 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O.O=S(=O)(Oc1ccc2ncccc2c1)C(F)(F)F>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.[Cs+].[F-].[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 152903586-Quinolinyl trifluoromethanesulfonateHCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acid

Product 1

HCID 178422846HCID 178422846, compoundYield 67.88%

Reagents, catalysts & solvents 10

HCID 25953Cesium fluorideReagentHCID 11776TriphenylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 8028TetrahydrofuranSolventHCID 88641,3-DiethylbenzeneSolventHCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-1c5cb2258f9f48279e769b244b1e5228
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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