6-Chloroquinoline → HCID 178422846, compound

HRID 1100091Notes

Reaction equation

HRID 1100091 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O.Clc1ccc2ncccc2c1>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CCN(CC)CC.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.CN(C)c1ccc(P(C(C)(C)C)C(C)(C)C)cc1.CN(C)c1ccc(P(C(C)(C)C)C(C)(C)C)cc1.CO.Cc1ccccc1.O.[Cl][Pd][Cl].[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 13.35%

Reagents, catalysts & solvents 11

HCID 8471TriethylamineReagentHCID 167845palladium(II) acetateCatalystHCID 11714597Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)CatalystHCID 887MethanolSolventHCID 962WaterSolventHCID 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-bf28f3598cdc46df97a89b845fdac8cc
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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