6-Iodoquinoline → HCID 178422846, compound

HRID 1101679Notes

Reaction equation

HRID 1101679 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B1OC(C)(C)C(C)(C)O1.Ic1ccc2ncccc2c1>CC#N.CC(=O)[O-].CC(=O)[O-].CCc1cc(CC)cc(CC)c1.CCc1cccc(CC)c1.CN(C)C=O.COc1cccc(OC)c1-c1ccccc1P(C1CCCCC1)C1CCCCC1.Cc1ccccc1.O.[Cs+].[F-].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

13

Reactant 2

HCID 203985536-IodoquinolineHCID 134714813HCID 134714813, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 76.2%

Reagents, catalysts & solvents 10

HCID 25953Cesium fluorideReagentHCID 167845palladium(II) acetateCatalystHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylCatalystHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 6342AcetonitrileSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 88641,3-DiethylbenzeneSolventHCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-9ffb1e4e82554632bd1e8df49ea95564
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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