6-Chloroquinoline → HCID 178422846, compound

HRID 1102556Notes

Reaction equation

HRID 1102556 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B1OC(C)(C)C(C)(C)O1.Clc1ccc2ncccc2c1>C1CCOC1.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.Cc1ccccc1.O.O=P([O-])([O-])[O-].[Fe].[K+].[K+].[K+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 691636-ChloroquinolineHCID 134714813HCID 134714813, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 18.31%

Reagents, catalysts & solvents 10

HCID 62657Potassium Phosphate, TribasicReagentHCID 167845palladium(II) acetateCatalystHCID 178454871C26H44FeP2CatalystHCID 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-df7fcf98a44e4effaecd013bd9ec9cc6
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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