6-Chloroquinoline → HCID 178422846, compound

HRID 1104038Notes

Reaction equation

HRID 1104038 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1[B-](F)(F)F.Clc1ccc2ncccc2c1.[K+]>CC#N.CC(=O)[O-].CC(=O)[O-].CC(C)(C)P(C(C)(C)C)C(C)(C)C.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.O=P([O-])([O-])[O-].[K+].[K+].[K+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 691636-ChloroquinolineHCID 178422845HCID 178422845, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 13.75%

Reagents, catalysts & solvents 10

HCID 62657Potassium Phosphate, TribasicReagentHCID 83681Tris(1,1-dimethylethyl)phosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 6342AcetonitrileSolventHCID 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-0b283ca6ada5400584da848446a53204
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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