6-Bromoquinoline → HCID 178422846, compound

HRID 1102278Notes

Reaction equation

HRID 1102278 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B1OC(C)(C)C(C)(C)O1>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.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.[K+].[OH-].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

12

Reactant 2

HCID 792436-BromoquinolineHCID 134714813HCID 134714813, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 64.75%

Reagents, catalysts & solvents 9

HCID 14797Potassium HydroxideReagentHCID 167845palladium(II) acetateCatalystHCID 178454859HCID 178454859, compoundCatalystHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolvent2×HCID 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-57669a7d3dae4c1fbdf8446cc0fad836
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

Loading…