Boronic acid, B-6-quinolinyl-, hydrochloride (1:1) → HCID 178422846, compound

HRID 1104398Notes

Reaction equation

HRID 1104398 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1Br.Cl.OB(O)c1ccc2ncccc2c1>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CCN(CC)CC.CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CO.Cc1ccccc1.O.[Pd+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 44119111Boronic acid, B-6-quinolinyl-, hydrochloride (1:1)HCID 71307646HCID 71307646, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 39.72%

Reagents, catalysts & solvents 10

HCID 8471TriethylamineReagentHCID 11776TriphenylphosphineCatalystHCID 167845palladium(II) acetateCatalystHCID 887MethanolSolventHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 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-ae25f4ddb07d4c6c806277c3b3ca8b9b
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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