6-Bromoquinoline → HCID 178422846, compound

HRID 1100284Notes

Reaction equation

HRID 1100284 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O>C1CCC(P(C2CCCCC2)C2CCCCC2)CC1.C1CCOC1.CC(=O)[O-].CC(=O)[O-].CCN(CC)CC.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.Cc1ccccc1.O.[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 792436-BromoquinolineHCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acid

Product 1

HCID 178422846HCID 178422846, compoundYield 80.43%

Reagents, catalysts & solvents 10

HCID 8471TriethylamineReagentHCID 75806TricyclohexylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 962WaterSolventHCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 8028TetrahydrofuranSolvent2×HCID 88641,3-DiethylbenzeneSolventHCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-d13f21253bcf421690b711e460d5133b
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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