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6-Chloroquinoline → HCID 178422846, compound

HRID 1099731
Notes
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Reaction equation

HRID 1099731 reaction equation
Cc1ccc2c(cnn2C2CCCCO2)c1B(O)O.Clc1ccc2ncccc2c1>CC#N.CC(=O)[O-].CC(=O)[O-].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].[Na+].[OH-].[Pd+2]>Cc1ccc2c(cnn2C2CCCCO2)c1-c1ccc2ncccc2c1
ParticipantsConditionsSources & evidenceReaction notes

Participants

13

Reactant 2

HCID 691636-ChloroquinolineHCID 129009568[5-Methyl-1-(oxan-2-yl)-1H-indazol-4-yl]boronic acid

Product 1

HCID 178422846HCID 178422846, compoundYield 2.58%

Reagents, catalysts & solvents 10

HCID 14798Sodium HydroxideReagentHCID 167845palladium(II) acetateCatalystHCID 11714597Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)CatalystHCID 962WaterSolvent2×HCID 1140TolueneSolventHCID 6228DimethylformamideSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-1061f43c594b4de68345c010b2aef94b
Source dataset
Rapid material-sparing screening of 5760 Suzuki-Miyaura coupling reactions
DOI
10.1126/science.aap9112
Original link
View source

Reaction notes

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On this pageParticipantsConditionsSources & evidenceReaction notes
HCID 7602
1,3,5-Triethylbenzene
Solvent
HCID 88641,3-DiethylbenzeneSolvent
HCID 741954,4'-Bis(1,1-dimethylethyl)-1,1'-biphenylInternal standard