(4-(Cyclopentylcarbamoyl)phenyl)boronic acid → Biphenyl

HRID 609300Notes

Reaction equation

HRID 609300 reaction equation
CC(C)(C)N=P(N1CCCC1)(N1CCCC1)N1CCCC1.CCCc1nc2ccc(I)cc2c(=O)n1Cc1ccc(-c2ccccc2S(=O)(=O)NC(C)(C)C)cc1.O=C(NC1CCCC1)c1ccc(B(O)O)cc1>CC(C)(C)[PH](C(C)(C)C)(C(C)(C)C)[Pd]1([Cl])[NH]c2ccccc2-c2cccc[c]21.CCC(C)(C)O.CS(C)=O.O>CCCc1nc2ccc(-c3ccc(C(=O)NC4CCCC4)cc3)cc2c(=O)n1Cc1ccc(-c2ccccc2S(=O)(=O)NC(C)(C)C)cc1

Participants

10

Reactant 2

HCID 2773358(4-(Cyclopentylcarbamoyl)phenyl)boronic acidHCID 132556033HCID 132556033, compound

Product 3

HCID 7095BiphenylHCID 132556033HCID 132556033, compoundHCID 178439861HCID 178439861, compound

Reagents, catalysts & solvents 5

HCID 178454896HCID 178454896, compoundCatalystHCID 679Dimethyl SulfoxideSolvent3×HCID 962WaterSolventHCID 64052-Methyl-2-butanolSolventHCID 3856267tert-Butylimino-tri(pyrrolidino)phosphoraneOther

Workup

  1. additionAfter 22 hours the crude reactions were diluted with 3 x 1 uL 0.5 M AcOH in DMSO (containing PhPh as an internal standard). The reactions were mixed after each dispense operation.
  2. aliquotMosquito(R) was used to transfer 1 uL of each quenched reaction from the 1,536-well reaction plate to 384-well analytical plates containing 60 uL DMSO for analysis.

Sources & evidence

ORD record
ord-d8b32f38ca0f4599bc928a5bdbf1782e
Source dataset
Cernak miniaturized Suzuki Cross-Coupling 12x10 Informer Library
Original link
View source

Reaction notes

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