6-Chloroquinoline → HCID 178422846, compound

HRID 1099808Notes

Reaction equation

HRID 1099808 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O.Clc1ccc2ncccc2c1>C1CCOC1.CC#N.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.CCN(CC)CC.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.[Fe].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

14

Reactant 2

HCID 691636-ChloroquinolineHCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acid

Product 1

HCID 178422846HCID 178422846, compoundYield 7%

Reagents, catalysts & solvents 11

HCID 8471TriethylamineReagentHCID 167845palladium(II) acetateCatalystHCID 178454871C26H44FeP2CatalystHCID 962WaterSolventHCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 6342AcetonitrileSolventHCID 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-ede7ec69f973420b973291dfb74e5d7e
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

Loading…