6-Quinolinyl trifluoromethanesulfonate → HCID 178422846, compound

HRID 1100766Notes

Reaction equation

HRID 1100766 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O.O=S(=O)(Oc1ccc2ncccc2c1)C(F)(F)F>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CCCCP([C@]12C[C@H]3C[C@H](C[C@H](C3)C1)C2)[C@]12C[C@H]3C[C@H](C[C@H](C3)C1)C2.CCN(CC)CC.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.[Pd+2]>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 43.02%

Reagents, catalysts & solvents 10

HCID 8471TriethylamineReagentHCID 167845palladium(II) acetateCatalystHCID 178454859HCID 178454859, compoundCatalystHCID 962WaterSolventHCID 1140TolueneSolventHCID 6228DimethylformamideSolvent2×HCID 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-357a9106a17b4bd1bac31ca8edf9b491
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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