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6-Bromoindole → HCID 178426328, compound

HRID 1938012
Notes
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Reaction equation

HRID 1938012 reaction equation
Brc1ccc2cc[nH]c2c1.Cc1cc(C)n(-c2ccc(B3OC(C)(C)C(C)(C)O3)cc2)n1>COCCOC.O.O=C([O-])[O-].[CH]1[CH][CH]C(P(c2ccccc2)c2ccccc2)[CH]1.[CH]1[CH][CH]C(P(c2ccccc2)c2ccccc2)[CH]1.[Cl][Pd][Cl].[Fe].[Na+].[Na+]>Cc1cc(C)n(-c2ccc(-c3ccc4cc[nH]c4c3)cc2)n1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

8

Reactant 2

HCID 6764936-BromoindoleHCID 242297633,5-Dimethyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-pyrazole

Product 1

HCID 178426328HCID 178426328, compoundYield 82%

Reagents, catalysts & solvents 5

HCID 10340Sodium CarbonateReagentHCID 178477754HCID 178477754, compoundCatalystHCID 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-00536dce4e0b45a087cedfd78e1e4e16
Source dataset
Pd_CN_Coupling_Informer_Library
DOI
10.1039/c5sc04751j
Original link
View source

Reaction notes

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On this pageParticipantsConditionsWorkupSources & evidenceReaction notes