6-Bromoquinoline → HCID 178422846, compound

HRID 1102191Notes

Reaction equation

HRID 1102191 reaction equation
Brc1ccc2ncccc2c1.Cc1ccc2c(cnn2C2CCCCO2)c1B1OC(C)(C)C(C)(C)O1>C1CCOC1.CC(=O)[O-].CC(=O)[O-].CC(C)(C)[O-].CCCCCC.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.Cc1ccccc1.O.[Cl][Pd][Cl].[Li+].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1

Participants

14

Reactant 2

HCID 792436-BromoquinolineHCID 134714813HCID 134714813, compound

Product 1

HCID 178422846HCID 178422846, compoundYield 89.16%

Reagents, catalysts & solvents 11

HCID 236647642-Propanol, 2-methyl-, lithium salt (1:1)ReagentHCID 167845palladium(II) acetateCatalystHCID 11714597Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)CatalystHCID 962WaterSolventHCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 76021,3,5-TriethylbenzeneSolventHCID 8028TetrahydrofuranSolventHCID 8058HexaneSolventHCID 88641,3-DiethylbenzeneSolventHCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-6500218c8ad1461ba9540215eadfdf2d
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
Original link
View source

Reaction notes

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