6-Iodoquinoline → HCID 178422846, compound

HRID 1101212Notes

Reaction equation

HRID 1101212 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O.Ic1ccc2ncccc2c1>CC(=O)[O-].CC(=O)[O-].CC(C)(C)P(C1[CH][CH][CH][CH]1)C(C)(C)C.CC(C)(C)P(C1[CH][CH][CH][CH]1)C(C)(C)C.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.CO.Cc1ccccc1.O.O=P([O-])([O-])[O-].[Fe].[K+].[K+].[K+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 203985536-IodoquinolineHCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acid

Product 1

HCID 178422846HCID 178422846, compoundYield 88.13%

Reagents, catalysts & solvents 10

HCID 62657Potassium Phosphate, TribasicReagentHCID 167845palladium(II) acetateCatalystHCID 178454871C26H44FeP2CatalystHCID 887MethanolSolventHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 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-79d2e31cf9b34680851e0650d048d655
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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