6-Chloroindole → HCID 178430941, compound

HRID 1938072Notes

Reaction equation

HRID 1938072 reaction equation
Cc1cnn(-c2ncc(B3OC(C)(C)C(C)(C)O3)cn2)c1.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+]>Cc1cnn(-c2ncc(-c3ccc4cc[nH]c4c3)cn2)c1

Participants

8

Reactant 2

HCID 871116-ChloroindoleHCID 497587742-(4-Methyl-1H-pyrazol-1-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

Product 1

HCID 178430941HCID 178430941, compoundYield 16%

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-402a9d5c6c814db3b6c2f8ad2ab2e7e1
Source dataset
Pd_CN_Coupling_Informer_Library
Original link
View source

Reaction notes

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