6-Quinolinyl trifluoromethanesulfonate → HCID 178422846, compound

HRID 1100753Notes

Reaction equation

HRID 1100753 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O.O=S(=O)(Oc1ccc2ncccc2c1)C(F)(F)F>CC(=O)[O-].CC(=O)[O-].CC(C)(C)[O-].CCCCCC.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.O.[Li+].[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 37.35%

Reagents, catalysts & solvents 10

HCID 236647642-Propanol, 2-methyl-, lithium salt (1:1)ReagentHCID 80271Tri-o-tolylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 962WaterSolventHCID 1140TolueneSolventHCID 6228DimethylformamideSolvent2×HCID 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-96094de9275c4d27b07768e6ec5d556e
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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