6-Bromoindole → HCID 178419815, compound

HRID 1937977Notes

Reaction equation

HRID 1937977 reaction equation
Brc1ccc2cc[nH]c2c1.CC1(C)OB(c2ccc3ncn(C4CCOCC4)c3c2)OC1(C)C>COCCOC.O.O=C([O-])[O-].[Na+].[Na+].[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1>c1cc2ccc(-c3ccc4ncn(C5CCOCC5)c4c3)cc2[nH]1

Participants

8

Reactant 2

HCID 6764936-BromoindoleHCID 529880091-(Tetrahydro-2H-pyran-4-yl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazole

Product 1

HCID 178419815HCID 178419815, compoundYield 69%

Reagents, catalysts & solvents 5

HCID 10340Sodium CarbonateReagentHCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 962WaterSolventHCID 80711,2-DimethoxyethaneSolvent2×HCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
85 °C

Workup

  1. stirringNo procedure recorded

Sources & evidence

ORD record
ord-edff29c0822542b793cd95c54b315522
Source dataset
Pd_CN_Coupling_Informer_Library
Original link
View source

Reaction notes

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