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6-Chloroindole → HCID 178426328, compound

HRID 1938084
Notes
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Reaction equation

HRID 1938084 reaction equation
Cc1cc(C)n(-c2ccc(B3OC(C)(C)C(C)(C)O3)cc2)n1.Clc1ccc2cc[nH]c2c1>C1CCOC1.CC(C)c1cc(C(C)C)c(-c2ccccc2P(C2CCCCC2)C2CCCCC2)c(C(C)C)c1.Nc1ccccc1-c1[c-]cccc1.O.O=P([O-])([O-])[O-].[Cl][Pd+].[K+].[K+].[K+]>Cc1cc(C)n(-c2ccc(-c3ccc4cc[nH]c4c3)cc2)n1
ParticipantsConditionsWorkupSources & evidenceReaction notes

Participants

8

Reactant 2

HCID 871116-ChloroindoleHCID 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 83%

Reagents, catalysts & solvents 5

HCID 62657Potassium Phosphate, TribasicReagentHCID 54727932[2-(2-Aminophenyl)phenyl]-chloro-palladium dicyclohexyl-[2-(2,4,6-triisopropylphenyl)phenyl]phosphaneCatalystHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×HCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard

Conditions

Temperature
100 °C

Workup

  1. stirringNo procedure recorded

Sources & evidence

ORD record
ord-a3803782f4a34c71a1fb30bb3cd382bd
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