6-Chloroquinoline → HCID 178422846, compound

HRID 1102781Notes

Reaction equation

HRID 1102781 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B1OC(C)(C)C(C)(C)O1.Clc1ccc2ncccc2c1>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CCN(CC)CC.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.CO.Cc1ccccc1.Cc1ccccc1P(c1ccccc1C)c1ccccc1C.O.[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

14

Reactant 2

HCID 691636-ChloroquinolineHCID 134714813HCID 134714813, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 6.7%

Reagents, catalysts & solvents 11

HCID 8471TriethylamineReagentHCID 80271Tri-o-tolylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 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-e119ab651fb04186adb468d1f8323c6e
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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